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MedKoo Cat#: 318491 | Name: Physostigmine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Physostigmine is an alkaloid and noted to act as a potent and reversible inhibitor of cholinesterase. Physostigmine is also reported to form a slowly degrading carbamylated enzyme complex with AChE (acetylcholinesterase). This compound has been used as a positive control in a study investigating acetylcholinesterase inhibitors for potential antihelminthic drug targets.

Chemical Structure

Physostigmine
Physostigmine
CAS#57-47-6 (free base)

Theoretical Analysis

MedKoo Cat#: 318491

Name: Physostigmine

CAS#: 57-47-6 (free base)

Chemical Formula: C15H21N3O2

Exact Mass: 275.1634

Molecular Weight: 275.35

Elemental Analysis: C, 65.43; H, 7.69; N, 15.26; O, 11.62

Price and Availability

Size Price Availability Quantity
10mg USD 150.00 Ready to ship
25mg USD 300.00 Ready to ship
50mg USD 600.00 Ready to ship
100mg USD 950.00 Ready to ship
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Related CAS #
64-47-1 (sulfate) 57-47-6 (free base) 6091-12-9 (HCl) 6091-13-0 (HBr) 57-64-7 (salicylate) 6091-11-8 (HI)
Synonym
Physostigmine; Eserine; Antilirium; Physostol; Esromiotin; Ezerin;
IUPAC/Chemical Name
(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
InChi Key
PIJVFDBKTWXHHD-HIFRSBDPSA-N
InChi Code
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
SMILES Code
CN1[C@](N(C)CC2)([H])[C@]2(C)C3=C1C=CC(OC(NC)=O)=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Certificate of Analysis
View CoA: current batch, Lot#-S7P08C22
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 275.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim MJ, Ibrahim MM, Jablonski MM. Deepening insights into cholinergic agents for intraocular pressure reduction: systems genetics, molecular modeling, and in vivo perspectives. Front Mol Biosci. 2024 Jul 26;11:1423351. doi: 10.3389/fmolb.2024.1423351. PMID: 39130374; PMCID: PMC11310038. 2: Nañagas K, Huber S, Avera R, Penfound S, Overberg A. In Response to Comment on "Safety of Physostigmine for Pediatric Antimuscarinic Poisoning". J Med Toxicol. 2024 Jul 31. doi: 10.1007/s13181-024-01023-y. Epub ahead of print. PMID: 39085571. 3: Pires KD, Goldfrank LR. Comment on "Safety of Physostigmine for Pediatric Antimuscarinic Poisoning". J Med Toxicol. 2024 Jul 30. doi: 10.1007/s13181-024-01022-z. Epub ahead of print. PMID: 39080203. 4: Ferreira J, Tkacz K, Turkiewicz IP, Santos I, Camoesas E Silva M, Lima A, Sousa I. Exploring the Bioactive Properties and Therapeutic Benefits of Pear Pomace. Antioxidants (Basel). 2024 Jun 28;13(7):784. doi: 10.3390/antiox13070784. PMID: 39061853; PMCID: PMC11273397. 5: Arens AM, Sheikh Said H, Driver BE, Cole JB. Physostigmine reversal of delirium from second generation antipsychotic exposure: a retrospective cohort study from a regional poison center. Clin Toxicol (Phila). 2024 Jul;62(7):463-467. doi: 10.1080/15563650.2024.2373850. Epub 2024 Jul 10. PMID: 38984853. 6: Hieger MA, Moore PW, Maskell KF. Incidence of Adverse Events Using Flumazenil in Patients With Iatrogenic Benzodiazepine Delirium: A Retrospective Study. Am J Ther. 2024 Jul-Aug 01;31(4):e356-e361. doi: 10.1097/MJT.0000000000001686. PMID: 38976524. 7: Kim JW, Kleinfelter B, Kavalali ET, Monteggia LM. Distinct synaptic mechanisms drive the behavioral response to acute stress and rapid correction by ketamine. Neuropsychopharmacology. 2024 Jul 1. doi: 10.1038/s41386-024-01908-0. Epub ahead of print. PMID: 38956176. 8: Leung LS, Gill RS, Shen B, Chu L. Cholinergic and behavior-dependent beta and gamma waves are coupled between olfactory bulb and hippocampus. Hippocampus. 2024 Sep;34(9):464-490. doi: 10.1002/hipo.23622. Epub 2024 Jul 1. PMID: 38949057. 9: Patel J, Edwards J. Treating Diphenhydramine Overdose: A Literature Review of Currently Available Treatment Methods. Toxics. 2024 May 21;12(6):376. doi: 10.3390/toxics12060376. PMID: 38922056; PMCID: PMC11209105. 10: Huber S, Avera R, Penfound S, Overberg A, Nañagas K. Correction: Safety of Physostigmine for Pediatric Antimuscarinic Poisoning. J Med Toxicol. 2024 Sep;20(3):338-339. doi: 10.1007/s13181-024-01007-y. Erratum for: J Med Toxicol. 2024 Sep;20(3):263-270. doi: 10.1007/s13181-024-00988-0. PMID: 38806888; PMCID: PMC11259560. 11: Arce MI, Breetz KA, Martin CA. Treatment of Depression in Adolescents With Myasthenia Gravis. Cureus. 2024 Apr 16;16(4):e58408. doi: 10.7759/cureus.58408. PMID: 38756305; PMCID: PMC11098442. 12: Karousatos C, Murphy L. Treatment of Anticholinergic Delirium with Oral Rivastigmine: A Case Report. J Emerg Med. 2024 May;66(5):e589-e591. doi: 10.1016/j.jemermed.2024.03.017. Epub 2024 Mar 16. PMID: 38658202. 13: van Gastel P, Dijkstra JN, Jacob MA, Schouten JA, Kok B. Anticholinergic Toxidrome due to Thorn Apple Seed Ingestion in an Elderly Couple. Eur J Case Rep Intern Med. 2024 Mar 28;11(4):004381. doi: 10.12890/2024_004381. PMID: 38584905; PMCID: PMC10997392. 14: Chiew AL, Holford AG, Chan BSH, Isoardi KZ. Rivastigmine for the management of anticholinergic delirium. Clin Toxicol (Phila). 2024 Feb;62(2):82-87. doi: 10.1080/15563650.2024.2319854. Epub 2024 Mar 11. PMID: 38465631. 15: Tsubouchi T, Ikeda K, Sasaki Y, Watanabe H, Chihara K, Miyawaki I. Improved seizure liability detection by combining rat hippocampal brain slice electrophysiology with in vivo behavior observation following intracerebroventricular drug administration. J Pharmacol Toxicol Methods. 2024 Mar-Apr;126:107496. doi: 10.1016/j.vascn.2024.107496. Epub 2024 Mar 2. PMID: 38432527. 16: Huber S, Avera R, Penfound S, Overberg A, Nañagas K. Safety of Physostigmine for Pediatric Antimuscarinic Poisoning. J Med Toxicol. 2024 Sep;20(3):263-270. doi: 10.1007/s13181-024-00988-0. Epub 2024 Jan 24. Erratum in: J Med Toxicol. 2024 Sep;20(3):338-339. doi: 10.1007/s13181-024-01007-y. PMID: 38265619; PMCID: PMC11288213. 17: Fatahi N, Jafari-Sabet M, Vahabzadeh G, Komaki A. Role of hippocampal and prefrontal cortical cholinergic transmission in combination therapy valproate and cannabidiol in memory consolidation in rats: involvement of CREB- BDNF signaling pathways. Naunyn Schmiedebergs Arch Pharmacol. 2024 Jul;397(7):5029-5047. doi: 10.1007/s00210-023-02941-4. Epub 2024 Jan 8. PMID: 38189934. 18: Torrents R, Reynoard J, Glaizal M, Schmitt C, Fabeck KV, Boulamery A, de Haro L, Simon N. Deliberate Self-Poisoning with Plants in Southeastern France, a Poison Center 20-Year Report. Toxins (Basel). 2023 Nov 24;15(12):671. doi: 10.3390/toxins15120671. PMID: 38133175; PMCID: PMC10747985. 19: Raschka M, Khant M. Ophthalmic Atropine: A Typical Anticholinergic Toxidrome From an Atypical Old Culprit. J Pediatr Pharmacol Ther. 2023;28(6):565-567. doi: 10.5863/1551-6776-28.6.565. Epub 2023 Oct 28. PMID: 38130339; PMCID: PMC10731948. 20: Takao M. [Eserine, in Crooked House and Curtain]. Brain Nerve. 2023 Dec;75(12):1343-1346. Japanese. doi: 10.11477/mf.1416202536. PMID: 38097226.

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