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Neostigmine

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Neostigmine has a wide variety of side-effects due to its action that increases acetylcholine (ACh) binding muscarinic receptors on exocrine glandular cells throughout the body, cardiac muscle cells, and smooth muscle cells. These effects include: salivation, lacrimation, diarrhea, bradycardia, and
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shows a second twitch is present or when the first twitch response is considerably above 10% of baseline. Peak effect is at 7 to 10 minutes. Neostigmine has moderate duration of action – usually two to four hours. It is metabolized by enzymes in the liver and excreted in the urine.
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reveals shifts at: 7.8, 7.7, 7.4, 7.4, 3.8, and 3.1 parts per million. The higher shifts are due to the aromatic hydrogens. The lower shifts at 3.8 ppm and 3.1 ppm are due to the electronic withdrawing nature of the tertiary and quaternary nitrogen, respectively.
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Abdelaal Ahmed Mahmoud A, Mansour AZ, Yassin HM, Hussein HA, Kamal AM, Elayashy M, et al. (December 2018). "Addition of Neostigmine and Atropine to Conventional Management of Postdural Puncture Headache: A Randomized Controlled Trial".
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receptors. Its action leads to the accumulation of acetylcholine in the neuromuscular junction that compete with the non-depolarizing blocker agent bound to the acetylcholine receptors. By interfering with the breakdown of
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Neostigmine can also induce generic ocular side effects including: headache, brow pain, blurred vision, phacodonesis, pericorneal injection, congestive iritis, various allergic reactions, and rarely, retinal detachment.
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Ferdous AJ, Waigh RD (June 1993). "Application of the WATR technique for water suppression in 1H NMR spectroscopy in determination of the kinetics of hydrolysis of neostigmine bromide in aqueous solution".
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that cleaves acetylcholine in the neuromuscular junction into acetate and choline. Neostigmine is an inhibitor of acetylcholinesterase. Neostigmine binds to the anionic and ester site of
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Neostigmine, which can be viewed as a simplified analog of physostigmine, is made by reacting 3-dimethylaminophenol with
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Neostigmine was first synthesized by Aeschlimann and Reinert in 1931 and was patented by Aeschlimann in 1933.
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without the presence of a blockage. It is also used in anaesthesia to end the effects of non-depolarising
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Hospitals sometimes administer a solution containing neostigmine intravenously to delay the effects of
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which act only on muscarinic receptors while permitting neostigmine action at nicotinic receptors.
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Howard J, Wigley J, Rosen G, D'mello J (February 2017). "Glycopyrrolate: It's time to review".
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Neostigmine shows notable UV/VIS absorption at 261 nm, 267 nm, and 225 nm.
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Moro C, Phelps C, Veer V, Clark J, Glasziou P, Tikkinen KA, Scott AM (January 2022).
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Unchanged drug (up to 70%) and alcoholic metabolite (30%) are excreted in the urine
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Neostigmine is administered intravenously. The drug should be administered when a
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Common side effects include nausea, increased saliva, crampy abdominal pain, and
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InChI=1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1
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World Health Organization model list of essential medicines: 21st list 2019
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Slow hydrolysis by acetylcholinesterase and also by plasma esterases
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Neostigmine is made by first reacting 3-dimethylaminophenol with
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Neostigmine is often prescribed for underactive urinary bladder.
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Goodman & Gilman's The Pharmacological Basis of Therapeutics
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bronchoconstriction. Gastrointestinal symptoms occur earliest.
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Howland RD, Mycek MJ, Harvey RA, Champe PC, Mycek MJ (2008).
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Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
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2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
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family of medications. It works by blocking the action of
1605:(6th ed.). New York: Macmillan Publishing Co., Inc. 1256:. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO. 1183:"Neostigmine Methylsulfate Monograph for Professionals" 819:
World Health Organization's List of Essential Medicines
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Reviews of Environmental Contamination and Toxicology
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Within 10-20 min (injection), with 4 hrs (by mouth)
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Bulfone TC, Samuel SP, Bickler PE, Lewin MR (2018).
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Neostigmine is in the 98: 21: 3982:Nicotinic acetylcholine receptor modulators 3861:Tooltip Vesicle-associated membrane protein 3774:Tooltip Vesicular acetylcholine transporter 3728: 1113: 921:Acetylcholine is metabolized by the enzyme 206: 3830:Tooltip Synaptosomal-associated protein 25 3811: 3723: 2348: 2309: 2295: 2287: 1967: 1893: 1879: 1871: 1151:. World Health Organization. p. 428. 1111: 1109: 1107: 1105: 1103: 1101: 1099: 1097: 1095: 1093: 598: 575: 456: 57:Bloxiverz, Prostigmin, Vagostigmin, others 38: 29: 1532: 1522: 1408: 1251: 1156: 845:, and also to reverse the effects of non- 476: 1740:The Journal of Pharmacy and Pharmacology 867:of acute colonic pseudo-obstruction, or 3999: 2934:Dimethyl 4-(methylthio)phenyl phosphate 1298:"Competitive Generic Therapy Approvals" 1037: 708: 688: 571: 436: 428: 359: 16:Anti-full body paralysis drug treatment 1228:from the original on 20 December 2016. 1214:. John Wiley & Sons. p. 540. 810:and therefore increases the levels of 589: 20: 3124:Methylfluorophosphonylcholine (MFPCh) 2374:2-(α-Naphthoyl)ethyltrimethylammonium 1246:. Geneva: World Health Organization. 1125:from the original on 21 December 2016 544: 524: 71: 7: 1866:. U.S. National Library of Medicine. 1854:. U.S. National Library of Medicine. 1842:. U.S. National Library of Medicine. 1815:, Aeschliman JA, issued 1933 196: 186: 3921: 2424:N,N-Dimethylaminoethylchloroacetate 1389:Clinics in Colon and Rectal Surgery 1338:Neely GA, Sabir S, Kohli A (2022). 790:. More severe side effects include 504: 496: 399: 1752:10.1111/j.2042-7158.1993.tb05598.x 1046:"Neostigmine Use During Pregnancy" 863:Another indication for use is the 771:. It is given by injection either 14: 2358:Tooltip Choline acetyltransferase 1383:Maloney N, Vargas HD (May 2005). 1312:from the original on 29 June 2023 769:neuromuscular blocking medication 4002: 3418:Fasciculins (green mamba toxins) 2909:Dicyclohexyl phosphorofluoridate 937:molecules before they reach the 629: 623: 4025:Acetylcholinesterase inhibitors 3349:Tetraethyl pyrophosphate (TEPP) 3074:Hexaethyl tetraphosphate (HETP) 2019:acetylcholinesterase inhibitors 1789:Springer Science+Business Media 1710:Porst H, Kny L (May 1985). "". 1208:Fischer J, Ganellin CR (2006). 716:Key:ALWKGYPQUAPLQC-UHFFFAOYSA-N 691:CN(C)C(=O)OC1=CC=CC(=C1)(C)(C)C 2419:N,N-Dimethylaminoethylacrylate 1630:10.1016/j.jclinane.2016.09.013 1618:Journal of Clinical Anesthesia 997:forming the desired compound. 635: 617: 288:Unclear, probably less than 5% 1: 4045:Quaternary ammonium compounds 3972:Receptor/signaling modulators 3744:Hemicholinium-3 (hemicholine) 3643:Tooltip Butyrylcholinesterase 2071:Carbonic anhydrase inhibitors 1211:Analogue-based Drug Discovery 2439:Tooltip Acetylcholinesterase 1666:10.1213/ANE.0000000000003734 1511:Journal of Tropical Medicine 1441:Neurourology and Urodynamics 1304:Food and Drug Administration 860:at the end of an operation. 747:, sold under the brand name 3733:Tooltip Choline transporter 3679:Profenamine (ethopropazine) 2919:Diisopropyl fluorophosphate 2384:4-(1-Naphthylvinyl)pyridine 2369:1-(-Benzoylethyl)pyridinium 1848:"Neostigmine methylsulfate" 1556:Naji A, Gatling JW (2022). 1482:Franklin D (31 July 2013). 978:peripheral nerve stimulator 4066: 3582:Dimethylcarbamoyl fluoride 2389:Acetylseco hemicholinium-3 1272:www.oxforddictionaries.com 798:. It is unclear if use in 607:Chemical and physical data 3964: 1240:World Health Organization 1145:World Health Organization 946:, neostigmine indirectly 821:. The term is from Greek 724: 699: 679: 350: 37: 28: 3452:Methanesulfonyl fluoride 1654:Anesthesia and Analgesia 1558:"Muscarinic Antagonists" 1149:WHO Model Formulary 2008 168:Cholinesterase inhibitor 4035:Dimethylamino compounds 2629:+glycopyrronium bromide 2178:Prostaglandin analogues 1864:Drug Information Portal 1852:Drug Information Portal 1840:Drug Information Portal 933:from breaking down the 865:conservative management 503:as methylsulfate:  435:as methylsulfate:  366:-trimethylbenzenaminium 2379:3-Chloro-4-stillbazole 1860:"Neostigmine bromide" 1401:10.1055/s-2005-870890 1119:"Neostigmine Bromide" 939:postsynaptic membrane 751:, among others, is a 3940:Atracotoxins (e.g., 3567:Tetrahydrocannabinol 2914:Diisopropylphosphate 2215:Latanoprostene bunod 2130:Beta blocking agents 1963:Parasympathomimetics 1781:Whitacre DM (2007). 1524:10.1155/2018/4320175 956:muscarinic receptors 927:acetylcholinesterase 923:acetylcholinesterase 808:acetylcholinesterase 4040:Ophthalmology drugs 4030:Aromatic carbamates 3926:Tooltip Latrophilin 3628:Trimedoxime bromide 3557:Stercuronium iodide 3374:Tricresyl phosphate 2849:Chlorpyrifos-methyl 1278:on 22 December 2015 967:blood–brain barrier 929:, which blocks the 255:(Prescription only) 242:(Prescription only) 25: 3445:Onchidella binneyi 2787:Organophosphates: 1010:H NMR Spectroscopy 869:Ogilvie's syndrome 831:generic medication 796:allergic reactions 792:low blood pressure 327:Duration of action 3990: 3989: 3960: 3959: 3808: 3793: 3792: 3720: 3705: 3704: 3344:Tetrachlorvinphos 3219:Pirimiphos-methyl 3169:Oxydemeton-methyl 3119:Methyl phenkapton 2345: 2284: 2283: 2065: 2064: 1905:preparations and 1798:978-0-387-73162-9 1494:on 9 August 2014. 1453:10.1002/nau.24839 843:myasthenia gravis 765:urinary retention 757:myasthenia gravis 742: 741: 670:Interactive image 557:CompTox Dashboard 263: 250: 237: 125: 92: 4057: 4007: 4006: 4005: 3998: 3927: 3923: 3862: 3858: 3831: 3827: 3812: 3802: 3775: 3771: 3734: 3730: 3724: 3714: 3644: 3640: 3608:Asoxime chloride 3184:Parathion-methyl 2884:Demeton-S-methyl 2440: 2436: 2359: 2355: 2349: 2339: 2311: 2304: 2297: 2288: 1968: 1920:Sympathomimetics 1895: 1888: 1881: 1872: 1867: 1855: 1843: 1822: 1821: 1820: 1816: 1809: 1803: 1802: 1778: 1772: 1771: 1734: 1728: 1727: 1707: 1701: 1700: 1692: 1686: 1685: 1660:(6): 1434–1439. 1648: 1642: 1641: 1613: 1607: 1606: 1585: 1574: 1573: 1553: 1547: 1546: 1536: 1526: 1502: 1496: 1495: 1490:. 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3231: 3226: 3221: 3216: 3211: 3206: 3201: 3196: 3191: 3186: 3181: 3176: 3171: 3166: 3161: 3159:Novichok agent 3156: 3151: 3146: 3141: 3136: 3131: 3126: 3121: 3116: 3111: 3106: 3101: 3096: 3091: 3086: 3081: 3079:Isofluorophate 3076: 3071: 3066: 3061: 3056: 3051: 3046: 3041: 3036: 3031: 3026: 3021: 3016: 3011: 3006: 3001: 2996: 2991: 2986: 2981: 2976: 2971: 2966: 2961: 2956: 2951: 2946: 2941: 2936: 2931: 2926: 2921: 2916: 2911: 2906: 2901: 2896: 2891: 2886: 2881: 2876: 2871: 2866: 2861: 2856: 2851: 2846: 2841: 2836: 2834:Chlorethoxyfos 2831: 2826: 2821: 2816: 2811: 2806: 2804:Azinphos-ethyl 2801: 2796: 2791: 2781: 2780: 2775: 2770: 2765: 2760: 2755: 2750: 2745: 2740: 2735: 2730: 2725: 2720: 2715: 2710: 2705: 2700: 2695: 2690: 2685: 2680: 2675: 2670: 2665: 2656: 2651: 2646: 2644:Pyridostigmine 2641: 2636: 2631: 2623: 2618: 2613: 2604: 2599: 2594: 2589: 2584: 2579: 2574: 2569: 2564: 2559: 2554: 2549: 2544: 2539: 2534: 2529: 2524: 2519: 2514: 2509: 2504: 2499: 2494: 2489: 2484: 2479: 2474: 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1167: 1136: 1089: 1078:. 3 March 2021 1063: 1036: 1035: 1033: 1030: 1018: 1015: 1008:Neostigmine's 1002: 999: 986: 983: 969:and enter the 918: 915: 907:glycopyrrolate 890: 887: 838: 835: 781:under the skin 755:used to treat 740: 739: 722: 721: 719: 718: 715: 713: 710: 702: 701: 700: 697: 696: 694: 693: 690: 682: 681: 680: 677: 676: 674: 673: 665: 663: 655: 654: 648: 642: 641: 638: 632: 626: 620: 615: 609: 608: 604: 603: 593: 585: 584: 582: 581: 568: 566: 553: 552: 550: 549: 541: 539: 533: 532: 530: 529: 521: 519: 513: 512: 510: 509: 501: 493: 491: 485: 484: 482: 481: 473: 471: 465: 464: 462: 461: 453: 451: 445: 444: 442: 441: 433: 425: 423: 417: 416: 414: 413: 405: 403: 392: 391: 389: 388: 380: 378: 372: 371: 369: 368: 361: 353: 352: 351: 348: 347: 343: 342: 339: 333: 332: 329: 323: 322: 319: 310: 309: 306: 300: 299: 296: 290: 289: 286: 280: 279: 272: 271: 269: 268: 256: 243: 229: 227: 221: 220: 216: 215: 213: 212: 179: 177: 171: 170: 165: 159: 158: 141: 139:administration 133: 132: 130: 129: 127: 117: 115: 107: 106: 104: 103: 85: 83: 77: 76: 69: 59: 58: 55: 49: 48: 44: 43: 35: 34: 15: 13: 10: 9: 6: 4: 3: 2: 4062: 4051: 4048: 4046: 4043: 4041: 4038: 4036: 4033: 4031: 4028: 4026: 4023: 4022: 4020: 4010: 4000: 3996: 3983: 3980: 3978: 3975: 3973: 3970: 3967: 3966: 3963: 3953: 3950: 3947: 3943: 3939: 3936: 3935: 3932: 3929: 3924: 3918: 3917: 3915: 3913: 3909: 3902: 3898: 3894: 3893:Bungarotoxins 3891: 3888: 3887: 3883: 3879: 3875: 3871: 3867: 3864: 3863:inactivators: 3859: 3853: 3852: 3848: 3844: 3840: 3836: 3833: 3832:inactivators: 3828: 3822: 3821: 3819: 3817: 3813: 3810: 3806: 3800: 3796: 3786: 3783: 3780: 3779: 3777: 3772: 3766: 3760: 3757: 3754: 3753: 3750: 3747: 3745: 3742: 3739: 3738: 3736: 3731: 3725: 3722: 3718: 3712: 3708: 3697: 3695: 3694:ZINC-12613047 3692: 3690: 3687: 3685: 3682: 3680: 3677: 3675: 3672: 3670: 3667: 3665: 3662: 3660: 3657: 3655: 3652: 3649: 3648: 3646: 3641: 3635: 3629: 3626: 3624: 3621: 3619: 3616: 3614: 3611: 3609: 3605: 3602: 3601: 3598: 3595: 3593: 3590: 3588: 3585: 3583: 3580: 3578: 3575: 3573: 3570: 3568: 3565: 3563: 3560: 3558: 3555: 3553: 3550: 3548: 3545: 3543: 3540: 3538: 3537:Lactucopicrin 3535: 3533: 3530: 3528: 3525: 3523: 3520: 3518: 3515: 3513: 3510: 3508: 3505: 3503: 3500: 3498: 3495: 3493: 3490: 3488: 3485: 3483: 3480: 3478: 3475: 3473: 3470: 3468: 3465: 3463: 3460: 3457: 3456: 3453: 3450: 3447: 3446: 3441: 3438: 3435: 3431: 3427: 3423: 3419: 3416: 3414: 3410: 3407: 3405: 3402: 3400: 3397: 3395: 3392: 3390: 3387: 3385: 3382: 3380: 3377: 3375: 3372: 3370: 3369:Trichloronate 3367: 3365: 3362: 3360: 3357: 3355: 3352: 3350: 3347: 3345: 3342: 3340: 3337: 3335: 3332: 3330: 3327: 3325: 3322: 3320: 3317: 3315: 3312: 3310: 3307: 3305: 3302: 3300: 3297: 3295: 3292: 3290: 3287: 3285: 3282: 3280: 3277: 3275: 3272: 3270: 3267: 3265: 3262: 3260: 3257: 3255: 3252: 3250: 3247: 3245: 3242: 3240: 3237: 3235: 3232: 3230: 3227: 3225: 3222: 3220: 3217: 3215: 3212: 3210: 3207: 3205: 3202: 3200: 3197: 3195: 3192: 3190: 3187: 3185: 3182: 3180: 3177: 3175: 3172: 3170: 3167: 3165: 3162: 3160: 3157: 3155: 3152: 3150: 3147: 3145: 3144:Monocrotophos 3142: 3140: 3137: 3135: 3132: 3130: 3127: 3125: 3122: 3120: 3117: 3115: 3112: 3110: 3109:Methamidophos 3107: 3105: 3102: 3100: 3097: 3095: 3092: 3090: 3087: 3085: 3082: 3080: 3077: 3075: 3072: 3070: 3067: 3065: 3062: 3060: 3057: 3055: 3052: 3050: 3047: 3045: 3042: 3040: 3037: 3035: 3032: 3030: 3027: 3025: 3022: 3020: 3017: 3015: 3012: 3010: 3007: 3005: 3002: 3000: 2997: 2995: 2992: 2990: 2987: 2985: 2984:Echothiophate 2982: 2980: 2977: 2975: 2972: 2970: 2967: 2965: 2962: 2960: 2957: 2955: 2952: 2950: 2947: 2945: 2942: 2940: 2937: 2935: 2932: 2930: 2927: 2925: 2922: 2920: 2917: 2915: 2912: 2910: 2907: 2905: 2902: 2900: 2897: 2895: 2892: 2890: 2887: 2885: 2882: 2880: 2877: 2875: 2872: 2870: 2867: 2865: 2862: 2860: 2857: 2855: 2852: 2850: 2847: 2845: 2842: 2840: 2837: 2835: 2832: 2830: 2827: 2825: 2822: 2820: 2817: 2815: 2812: 2810: 2807: 2805: 2802: 2800: 2797: 2795: 2792: 2790: 2786: 2785:Irreversible: 2783: 2782: 2779: 2776: 2774: 2771: 2769: 2766: 2764: 2761: 2759: 2756: 2754: 2751: 2749: 2746: 2744: 2741: 2739: 2736: 2734: 2731: 2729: 2726: 2724: 2721: 2719: 2716: 2714: 2711: 2709: 2706: 2704: 2701: 2699: 2696: 2694: 2691: 2689: 2686: 2684: 2681: 2679: 2676: 2674: 2671: 2669: 2666: 2664: 2660: 2657: 2655: 2652: 2650: 2649:Quilostigmine 2647: 2645: 2642: 2640: 2639:Physostigmine 2637: 2635: 2632: 2630: 2627: 2624: 2622: 2619: 2617: 2614: 2612: 2609:; Stigmines: 2608: 2605: 2603: 2600: 2598: 2595: 2593: 2590: 2588: 2585: 2583: 2580: 2578: 2575: 2573: 2570: 2568: 2565: 2563: 2560: 2558: 2555: 2553: 2550: 2548: 2545: 2543: 2540: 2538: 2535: 2533: 2530: 2528: 2525: 2523: 2520: 2518: 2515: 2513: 2510: 2508: 2507:Chloropropham 2505: 2503: 2500: 2498: 2495: 2493: 2490: 2488: 2485: 2483: 2480: 2478: 2475: 2473: 2470: 2468: 2465: 2463: 2460: 2458: 2454: 2451: 2449: 2445: 2444: 2442: 2437: 2431: 2425: 2422: 2420: 2417: 2415: 2412: 2410: 2407: 2405: 2402: 2400: 2397: 2395: 2392: 2390: 2387: 2385: 2382: 2380: 2377: 2375: 2372: 2370: 2367: 2364: 2363: 2361: 2356: 2350: 2347: 2343: 2337: 2333: 2329: 2326: 2322: 2319: 2318:Acetylcholine 2312: 2307: 2305: 2300: 2298: 2293: 2292: 2289: 2277: 2274: 2272: 2269: 2266: 2262: 2259: 2257: 2254: 2252: 2249: 2248: 2246: 2242: 2236: 2233: 2230: 2226: 2223: 2221: 2218: 2216: 2213: 2210: 2206: 2202: 2199: 2196: 2192: 2189: 2188: 2186: 2179: 2175: 2169: 2166: 2164: 2161: 2159: 2156: 2154: 2151: 2149: 2146: 2144: 2141: 2139: 2136: 2135: 2133: 2131: 2127: 2121: 2120:Methazolamide 2118: 2115: 2111: 2108: 2106: 2105:Diclofenamide 2103: 2100: 2096: 2092: 2089: 2087: 2086:Acetazolamide 2084: 2083: 2081: 2078: 2072: 2068: 2058: 2055: 2052: 2051:Physostigmine 2049: 2047: 2044: 2042: 2038: 2035: 2033: 2030: 2028: 2025: 2024: 2022: 2020: 2016: 2010: 2007: 2005: 2004:Acetylcholine 2002: 2001: 1999: 1997: 1992: 1986: 1983: 1981: 1978: 1977: 1975: 1973: 1969: 1966: 1964: 1960: 1954: 1951: 1949: 1946: 1944: 1941: 1938: 1934: 1931: 1929: 1928:Apraclonidine 1926: 1925: 1923: 1921: 1917: 1912: 1908: 1904: 1896: 1891: 1889: 1884: 1882: 1877: 1876: 1873: 1865: 1861: 1857: 1853: 1849: 1845: 1841: 1837: 1836:"Neostigmine" 1833: 1832: 1828: 1814: 1808: 1805: 1800: 1794: 1790: 1786: 1785: 1777: 1774: 1769: 1765: 1761: 1757: 1753: 1749: 1745: 1741: 1733: 1730: 1725: 1721: 1717: 1714:(in German). 1713: 1712:Die Pharmazie 1706: 1703: 1698: 1691: 1688: 1683: 1679: 1675: 1671: 1667: 1663: 1659: 1655: 1647: 1644: 1639: 1635: 1631: 1627: 1623: 1619: 1612: 1609: 1604: 1603: 1598: 1594: 1590: 1584: 1582: 1580: 1576: 1571: 1567: 1563: 1559: 1552: 1549: 1544: 1540: 1535: 1530: 1525: 1520: 1516: 1512: 1508: 1501: 1498: 1493: 1489: 1485: 1478: 1475: 1470: 1466: 1462: 1458: 1454: 1450: 1446: 1442: 1435: 1428: 1425: 1420: 1416: 1411: 1406: 1402: 1398: 1395:(2): 96–101. 1394: 1390: 1386: 1379: 1376: 1371: 1367: 1361: 1358: 1353: 1349: 1345: 1341: 1340:"Neostigmine" 1334: 1332: 1330: 1328: 1324: 1311: 1307: 1305: 1299: 1293: 1290: 1277: 1273: 1269: 1263: 1260: 1254: 1249: 1245: 1241: 1235: 1232: 1227: 1223: 1221:9783527607495 1217: 1213: 1212: 1204: 1201: 1188: 1184: 1178: 1175: 1170: 1168:9789241547659 1164: 1159: 1154: 1150: 1146: 1140: 1137: 1124: 1120: 1114: 1112: 1110: 1108: 1106: 1104: 1102: 1100: 1098: 1096: 1094: 1090: 1077: 1073: 1067: 1064: 1051: 1047: 1041: 1038: 1031: 1029: 1027: 1022: 1016: 1014: 1011: 1006: 1001:Spectral data 1000: 998: 996: 992: 984: 982: 979: 974: 972: 968: 964: 963:physostigmine 959: 957: 953: 949: 945: 944:acetylcholine 940: 936: 935:acetylcholine 932: 928: 924: 916: 914: 910: 908: 904: 901:drug such as 900: 895: 888: 886: 884: 880: 875: 872: 870: 866: 861: 859: 855: 851: 848: 844: 836: 834: 832: 828: 827:physostigmine 824: 820: 815: 813: 812:acetylcholine 809: 805: 801: 797: 793: 789: 784: 782: 778: 774: 770: 766: 762: 758: 754: 750: 746: 736: 729: 723: 714: 709: 705: 698: 689: 685: 678: 671: 667: 666: 664: 661: 656: 649: 647: 643: 616: 614: 610: 605: 601: 597: 594: 592: 590:ECHA InfoCard 586: 578: 574: 573:DTXSID1023360 570: 569: 567: 558: 554: 547: 543: 542: 540: 538: 534: 527: 523: 522: 520: 518: 514: 507: 502: 499: 495: 494: 492: 490: 486: 479: 475: 474: 472: 470: 466: 459: 455: 454: 452: 450: 446: 439: 434: 431: 427: 426: 424: 422: 418: 411: 407: 406: 404: 397: 393: 386: 382: 381: 379: 377: 373: 365: 360: 356: 349: 344: 340: 338: 334: 330: 328: 324: 321:50–90 minutes 320: 318: 311: 307: 305: 301: 297: 295: 291: 287: 285: 281: 277: 273: 267: 257: 254: 244: 241: 231: 230: 228: 226: 222: 217: 209: 204: 199: 194: 189: 184: 181: 180: 178: 176: 172: 169: 166: 164: 160: 157: 153: 149: 145: 144:Intramuscular 142: 140: 134: 128: 119: 118: 116: 114: 108: 101: 96: 87: 86: 84: 82: 78: 74: 70: 68: 64: 60: 56: 54: 50: 47:Clinical data 45: 41: 36: 32: 27: 19: 3937: 3931:α-Latrotoxin 3919: 3889: 3854: 3823: 3781: 3755: 3740: 3684:Rivastigmine 3650: 3604:Reactivators 3577:Ungiminorine 3532:Kobophenol A 3497:Coronaridine 3487:Bulbocapnine 3482:Arisugacin A 3458: 3443: 3329:Tebupirimfos 3209:Phosphamidon 3114:Methidathion 3019:Fenitrothion 2844:Chlorpyrifos 2784: 2659:Terestigmine 2654:Rivastigmine 2625: 2616:Eptastigmine 2567:Phenmedipham 2537:Formparanate 2522:Ethiofencarb 2455:Carbamates: 2452: 2446: 2365: 2265:+latanoprost 2256:Guanethidine 2244:Other agents 2158:Metipranolol 2099:+brimonidine 2091:Brinzolamide 2077:sulfonamides 2045: 2041:Fluostigmine 1863: 1851: 1839: 1807: 1783: 1776: 1743: 1739: 1732: 1715: 1711: 1705: 1697:Pharmacology 1696: 1690: 1657: 1653: 1646: 1621: 1617: 1611: 1601: 1561: 1551: 1514: 1510: 1500: 1492:the original 1487: 1477: 1444: 1440: 1427: 1392: 1388: 1378: 1369: 1360: 1343: 1314:. Retrieved 1301: 1292: 1280:. Retrieved 1276:the original 1271: 1262: 1253:10665/325771 1243: 1234: 1210: 1203: 1191:. Retrieved 1186: 1177: 1148: 1139: 1127:. Retrieved 1080:. Retrieved 1075: 1066: 1054:. Retrieved 1049: 1040: 1025: 1023: 1020: 1007: 1004: 990: 988: 975: 960: 920: 917:Pharmacology 911: 896: 892: 889:Side effects 879:envenomation 876: 873: 862: 847:depolarizing 840: 837:Medical uses 822: 816: 785: 748: 744: 743: 732:   726:   438:DBSALT000128 363: 314:Elimination 225:Legal status 219:Legal status 152:subcutaneous 81:License data 18: 3782:Inhibitors: 3759:Coluracetam 3741:Inhibitors: 3711:Transporter 3651:Inhibitors: 3623:Pralidoxime 3517:Cyclanoline 3467:α-Viniferin 3364:Trichlorfon 3129:Metrifonate 3044:Fosthiazate 3029:Fluorotabun 2904:Dicrotophos 2859:Crotylsarin 2703:Huperzine A 2698:Galantamine 2693:Edrophonium 2626:Neostigmine 2621:Ganstigmine 2587:Propamocarb 2532:Formetanate 2517:Ethienocarb 2497:Carbosulfan 2487:Carbetamide 2482:Carbendazim 2453:Reversible: 2366:Inhibitors: 2251:Dapiprazole 2235:Unoprostone 2205:+netarsudil 2201:Latanoprost 2191:Bimatoprost 2153:Levobunolol 2110:Dorzolamide 2046:Neostigmine 2032:Ecothiopate 1994:muscarinic/ 1985:Pilocarpine 1953:Epinephrine 1948:Dipivefrine 1933:Brimonidine 1597:Gilman Sr A 1562:StatPearls 1517:: 4320175. 1344:StatPearls 1282:17 December 1158:10665/44053 804:cholinergic 773:into a vein 745:Neostigmine 653: g·mol 596:100.305.602 546:ChEMBL54126 346:Identifiers 331:up to 4 hrs 148:intravenous 100:Neostigmine 53:Trade names 23:Neostigmine 4019:Categories 3946:versutoxin 3942:robustoxin 3816:Inhibitors 3805:modulators 3756:Enhancers: 3717:modulators 3674:Ladostigil 3664:Conodurine 3659:Affinisine 3572:Ungeremine 3547:Phosacetim 3507:Corynoline 3502:Corydaline 3492:Conodurine 3477:Affinisine 3413:Demecarium 3411:; Others: 3324:Tabun (GA) 3314:Soman (GD) 3304:Sarin (GB) 3224:Profenofos 3084:Isoxathion 3069:Guanitoxin 3039:Formothion 3014:Fenamiphos 2944:Disulfoton 2939:Dioxathion 2929:Dimethoate 2899:Dichlorvos 2733:Ladostigil 2723:Ipidacrine 2668:Ambenonium 2663:Acotiamide 2661:; Others: 2634:Phenserine 2611:Distigmine 2602:Thiodicarb 2577:Pirimicarb 2542:Methiocarb 2527:Fenobucarb 2502:Chlorbufam 2492:Carbofuran 2467:Bendiocarb 2448:Inhibitors 2342:modulators 2328:modulators 2321:metabolism 2271:Omidenepag 2261:Netarsudil 2225:Travoprost 2220:Tafluprost 2168:Mepindolol 2027:Demecarium 1980:Aceclidine 1972:muscarinic 1813:US 1905990 1593:Goodman LS 1193:20 January 1129:8 December 1056:21 January 1032:References 948:stimulates 858:vecuronium 854:rocuronium 753:medication 658:3D model ( 646:Molar mass 526:CHEBI:7514 478:3982TWQ96G 449:ChemSpider 376:CAS Number 355:IUPAC name 294:Metabolism 163:Drug class 3928:agonists: 3912:Enhancers 3785:Vesamicol 3669:Cymserine 3618:Obidoxime 3613:Methoxime 3527:Harmaline 3522:Cymserine 3512:Crimidine 3459:Unsorted: 3354:Triazofos 3294:Ro 3-0433 3289:Ro 3-0422 3284:Ro 3-0419 3279:Ro 3-0417 3274:Ro 3-0412 3269:Ro 3-0411 3264:Ro 3-0397 3259:Ro 3-0352 3254:Ro 3-0351 3249:Ro 3-0347 3244:Ro 3-0346 3239:Ro 3-0340 3229:Prothoate 3199:Phosfolan 3194:Phosalone 3179:Parathion 3164:Omethoate 3134:Mevinphos 3099:Malathion 3089:Leptophos 2994:Endothion 2874:Demephion 2864:Cyanophos 2854:Coumaphos 2824:Cadusafos 2819:Bensulide 2814:BAY-29952 2778:Zanapezil 2738:Minaprine 2718:Huprine Y 2713:Huprine X 2708:Huprine W 2678:Donepezil 2607:Thiofanox 2582:Promecarb 2572:Pinmicarb 2552:Metolcarb 2512:Dimetilan 2472:Bufencarb 2462:Aminocarb 2414:CM-54,903 2325:transport 2276:Ripasudil 2148:Carteolol 2143:Betaxolol 2138:Befunolol 2009:Carbachol 1996:nicotinic 1943:Clonidine 1624:: 51–53. 1589:Gilman AG 1469:244530010 1370:Drugs.com 1187:Drugs.com 1050:Drugs.com 985:Chemistry 952:nicotinic 883:snakebite 800:pregnancy 749:Bloxiverz 337:Excretion 316:half-life 137:Routes of 111:Pregnancy 73:Monograph 67:Drugs.com 4009:Medicine 3968:See also 3952:Crotoxin 3654:Affinine 3587:BW284C51 3542:Lycorine 3472:Affinine 3462:α-Pinene 3440:Onchidal 3359:Tribufos 3339:Terbufos 3309:Schradan 3174:Paraoxon 3094:Malaoxon 3024:Fenthion 3009:Ethoprop 2894:Diazinon 2889:Dialifor 2794:Acephate 2728:Itopride 2673:Caffeine 2597:Propoxur 2547:Methomyl 2477:Carbaryl 2457:Aldicarb 2229:+timolol 2209:+timolol 2195:+timolol 2114:+timolol 2095:+timolol 2057:Paraoxon 2037:Stigmine 1937:+timolol 1903:glaucoma 1768:38613106 1682:52142441 1674:30169405 1638:28183573 1599:(1980). 1570:32491473 1543:30154870 1461:34816481 1419:20011348 1352:29261883 1310:Archived 1242:(2019). 1226:Archived 1123:Archived 1076:DailyMed 903:atropine 881:through 852:such as 735:(verify) 421:DrugBank 362:3-{oxy}- 203:QA03AB93 175:ATC code 156:by mouth 126: B2 113:category 95:DailyMed 3938:Others: 3890:Others: 3826:SNAP-25 3799:Release 3689:Tacrine 3597:3152 CT 3562:Taspine 3334:Temefos 3234:R-16661 3204:Phosmet 3189:Phorate 3139:Mipafox 3104:Mazidox 3034:Fonofos 2979:EA-4352 2974:EA-3148 2969:EA-2613 2964:EA-2192 2959:EA-2098 2954:EA-2054 2949:EA-2012 2924:Dimefox 2879:Demeton 2773:Tacrine 2768:TL-1238 2688:EA-4056 2683:EA-3990 2592:Propham 2557:Miotine 2163:Timolol 1760:8103105 1724:4034636 1534:6091453 1410:2780141 1316:29 June 1082:15 July 1017:History 961:Unlike 651:223.296 613:Formula 430:DB01400 396:PubChem 385:59-99-4 205: ( 195: ( 193:S01EB06 191:) 185: ( 183:N07AA01 97::  3995:Portal 3299:Ronnel 3214:Phoxim 3004:Ethion 2799:Armine 2763:TL-599 2758:T-1194 2753:T-1152 2748:T-1123 2562:Oxamyl 2336:Enzyme 1907:miosis 1819:  1795:  1766:  1758:  1722:  1680:  1672:  1636:  1568:  1541:  1531:  1467:  1459:  1417:  1407:  1350:  1218:  1165:  931:enzyme 777:muscle 763:, and 684:SMILES 537:ChEMBL 506:D00998 498:D08261 266:℞-only 264: 251: 238: 93:  3770:VAChT 3592:TMTFA 3154:Naled 3059:GT-45 3049:GD-42 2399:AF64A 1764:S2CID 1678:S2CID 1465:S2CID 1437:(PDF) 1306:(FDA) 1302:U.S. 950:both 779:, or 704:InChI 660:JSmol 517:ChEBI 364:N,N,N 3922:LPHN 3857:VAMP 3639:BChE 3149:MSPI 2435:AChE 2409:BETA 2404:B115 2354:ChAT 2323:and 1911:S01E 1793:ISBN 1756:PMID 1720:PMID 1670:PMID 1634:PMID 1566:PMID 1539:PMID 1515:2018 1457:PMID 1415:PMID 1348:PMID 1318:2023 1284:2015 1216:ISBN 1195:2020 1163:ISBN 1131:2016 1084:2022 1058:2020 954:and 856:and 823:neos 489:KEGG 469:UNII 458:4301 410:4456 278:data 63:AHFS 3729:CHT 2999:EPN 1748:doi 1662:doi 1658:127 1626:doi 1529:PMC 1519:doi 1488:NPR 1449:doi 1405:PMC 1397:doi 1248:hdl 1153:hdl 973:. 971:CNS 905:or 562:EPA 400:CID 253:POM 208:WHO 198:WHO 188:WHO 4021:: 3944:, 3899:, 3880:, 3876:, 3872:, 3845:, 3841:, 3606:: 3432:, 3428:, 3424:, 3409:VX 3404:VR 3399:VS 3394:VP 3389:VM 3384:VG 3379:VE 3064:GV 3054:GH 2207:, 2182:2α 2180:(F 2097:, 1862:. 1850:. 1838:. 1787:. 1762:. 1754:. 1744:45 1742:. 1716:40 1676:. 1668:. 1656:. 1632:. 1622:36 1620:. 1595:, 1591:, 1578:^ 1560:. 1537:. 1527:. 1513:. 1509:. 1486:. 1463:. 1455:. 1445:41 1443:. 1439:. 1413:. 1403:. 1393:18 1391:. 1387:. 1368:. 1342:. 1326:^ 1300:. 1270:. 1224:. 1185:. 1161:. 1092:^ 1074:. 1048:. 958:. 833:. 814:. 775:, 759:, 627:19 621:12 260:US 247:UK 240:S4 234:AU 201:) 154:, 150:, 146:, 122:AU 90:US 3997:: 3948:) 3903:) 3895:( 3884:) 3882:G 3878:F 3874:D 3870:B 3868:( 3849:) 3847:E 3843:C 3839:A 3837:( 3807:) 3803:( 3719:) 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Index



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