User:Mr. Ibrahem/Physostigmine

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Mr. Ibrahem/Physostigmine
Clinical data
Trade namesAntilirium, Isopto Eserine, others
Other namesEserine
AHFS/Drugs.comMonograph
Pregnancy
category
  • AU: C
Routes of
administration
intravenous, intramuscular, ophthalmic
Drug classCholinesterase inhibitor[1]
Legal status
Legal status
Pharmacokinetic data
MetabolismMajor metabolite: Eseroline
Identifiers
  • (3aS,8aR)-1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
Chemical and physical data
FormulaC15H21N3O2
Molar mass275.352 g·mol−1
3D model (JSmol)
  • O=C(Oc1cc2c(cc1)N([C@H]3N(CC[C@@]23C)C)C)NC
  • InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1 checkY
  • Key:PIJVFDBKTWXHHD-HIFRSBDPSA-N checkY
  (verify)

Physostigmine, sold under the brand name Antilirium among others, is a medication used to reverse anticholinergic effects and to treat hereditary ataxia including Friedreich ataxia.[1] It is generally given by injection into a vein or muscle.[1]

Common side effects include nausea, stomach pain, small pupils, sweating, and shortness of breath.[1] Other side effects may include seizures, bronchospasm, cholinergic crisis, and asystole.[1] Safety in pregnancy is unclear.[2] It is a cholinesterase inhibitor.[1]

Physostigmine was originally isolated from the Calabar bean.[3] Its medical uses were discussed in the thesis of Thomas Richard Fraser at the University of Edinburgh in 1862.[3] It was first manufactured in 1935 by Percy Lavon Julian.[4] In the United States 2 mg costs about 80 USD as of 2021.[5]

References[edit]

  1. ^ a b c d e f g h "Physostigmine Monograph for Professionals". Drugs.com. Archived from the original on 28 January 2021. Retrieved 28 October 2021.
  2. ^ "Physostigmine (Antilirium) Use During Pregnancy". Drugs.com. Archived from the original on 3 December 2020. Retrieved 28 October 2021.
  3. ^ a b Doyle D (January 2009). "Sir Thomas Richard Fraser (1841–1920)" (PDF). JR Coll Physicians Edinb. 39: 283. Archived (PDF) from the original on 2021-01-25. Retrieved 2021-10-08.
  4. ^ Sundberg, Richard J. (31 March 2017). The Chemical Century: Molecular Manipulation and Its Impact on the 20th Century. CRC Press. p. 331. ISBN 978-1-77188-367-2. Archived from the original on 28 October 2021. Retrieved 28 October 2021.
  5. ^ "Physostigmine Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 24 January 2021. Retrieved 28 October 2021.