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MedKoo Cat#: 414931 | Name: Physostigmine sulfate
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Description:

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

Physostigmine sulfate is a cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.

Chemical Structure

Physostigmine sulfate
Physostigmine sulfate
CAS#64-47-1 (sulfate)

Theoretical Analysis

MedKoo Cat#: 414931

Name: Physostigmine sulfate

CAS#: 64-47-1 (sulfate)

Chemical Formula: C30H44N6O8S

Exact Mass: 0.0000

Molecular Weight: 648.78

Elemental Analysis: C, 55.54; H, 6.84; N, 12.95; O, 19.73; S, 4.94

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 750.00 2 Weeks
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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 sulfate; Eserine sulphate; Physostigmine hemisulfate
IUPAC/Chemical Name
Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-methylcarbamate), (3aS,8aR)-, sulfate (2:1)
InChi Key
YYBNDIVPHIWTPK-KYJQVDHRSA-N
InChi Code
InChI=1S/2C15H21N3O2.H2O4S/c2*1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2;1-5(2,3)4/h2*5-6,9,13H,7-8H2,1-4H3,(H,16,19);(H2,1,2,3,4)/t2*13-,15+;/m11./s1
SMILES Code
CN1[C@](N(C)CC2)([H])[C@]2(C)C3=C1C=CC(OC(NC)=O)=C3.CN4[C@](N(C)CC5)([H])[C@]5(C)C6=C4C=CC(OC(NC)=O)=C6.O=S(O)(O)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 648.78 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: Liu M, Landuyt B, Klaassen H, Geldhof P, Luyten W. Screening of a drug repurposing library with a nematode motility assay identifies promising anthelmintic hits against Cooperia oncophora and other ruminant parasites. Vet Parasitol. 2019 Jan;265:15-18. doi: 10.1016/j.vetpar.2018.11.014. Epub 2018 Dec 7. PMID: 30638515. 2: Noori HR, Fliegel S, Brand I, Spanagel R. The impact of acetylcholinesterase inhibitors on the extracellular acetylcholine concentrations in the adult rat brain: a meta-analysis. Synapse. 2012 Oct;66(10):893-901. doi: 10.1002/syn.21581. Epub 2012 Jul 27. PMID: 22733599. 3: Watanabe A, Fukami T, Nakajima M, Takamiya M, Aoki Y, Yokoi T. Human arylacetamide deacetylase is a principal enzyme in flutamide hydrolysis. Drug Metab Dispos. 2009 Jul;37(7):1513-20. doi: 10.1124/dmd.109.026567. Epub 2009 Apr 1. Erratum in: Drug Metab Dispos. 2014 Jun;42(6):1066. PMID: 19339378. 4: Inadome A, Yoshida M, Takahashi W, Wada Y, Kitani K, Kikukawa H, Yono M, Seshita H, Ueda S. Measurement of acetylcholine released from rabbit detrusor smooth muscle using HPLC with electro-chemical detection coupled with microdialysis procedure. Life Sci. 1998;62(26):PL393-9. doi: 10.1016/s0024-3205(98)00228-8. PMID: 9651112. 5: Giovannini MG, Mutolo D, Bianchi L, Michelassi A, Pepeu G. NMDA receptor antagonists decrease GABA outflow from the septum and increase acetylcholine outflow from the hippocampus: a microdialysis study. J Neurosci. 1994 Mar;14(3 Pt 1):1358-65. doi: 10.1523/JNEUROSCI.14-03-01358.1994. PMID: 8120631; PMCID: PMC6577531. 6: Dickinson RG, Baker PV, Franklin ME, Hooper WD. Facile hydrolysis of mebeverine in vitro and in vivo: negligible circulating concentrations of the drug after oral administration. J Pharm Sci. 1991 Oct;80(10):952-7. doi: 10.1002/jps.2600801010. PMID: 1784004. 7: Oka M, Ito T, Furukawa K, Karasawa T, Kadokawa T. Memory deficits following internal capsule lesions in rats and their improvement by L-6-ketopiperidine-2-carbonyl-L-leucyl-L-proline amide (RGH-2202), a thyrotropin-releasing hormone analogue. Arch Int Pharmacodyn Ther. 1990 Jul- Aug;306:18-33. PMID: 1981666. 8: Consolo S, Bertorelli R, Forloni GL, Butcher LL. Cholinergic neurons of the pontomesencephalic tegmentum release acetylcholine in the basal nuclear complex of freely moving rats. Neuroscience. 1990;37(3):717-23. doi: 10.1016/0306-4522(90)90102-a. PMID: 2247220. 9: Galbicka G, Elsmore TF, Witkin JM. Tolerance to behavioral effects of physostigmine under interval schedules of positive or negative reinforcement. Psychopharmacology (Berl). 1989;97(4):448-55. doi: 10.1007/BF00439546. PMID: 2498941. 10: Blanchard BA, Riley EP. Effects of physostigmine on shuttle avoidance in rats exposed prenatally to ethanol. Alcohol. 1988 Jan-Feb;5(1):27-31. doi: 10.1016/0741-8329(88)90039-0. PMID: 3355665. 11: Schulze GE, Dougherty JA. Neurobehavioral toxicity of 2,4-D-n-butyl ester (2,4-D ester): tolerance and lack of cross-tolerance. Neurotoxicol Teratol. 1988 Jan-Feb;10(1):75-9. doi: 10.1016/0892-0362(88)90069-4. PMID: 3352572. 12: Murray CL, Fibiger HC. Pilocarpine and physostigmine attenuate spatial memory impairments produced by lesions of the nucleus basalis magnocellularis. Behav Neurosci. 1986 Feb;100(1):23-32. doi: 10.1037//0735-7044.100.1.23. PMID: 3954876. 13: Shimada M, Imahayashi T, Ozaki HS. [Effects of 4-(o-benzylphenoxy)-N-methylbutylamine hydrochloride (bifemelane) on the synthesis of acetylcholine in anemic hypoxia]. No To Shinkei. 1985 Dec;37(12):1189-94. Japanese. PMID: 4091987. 14: Harding TH, Kirby AW, Wiley RW. The effects of diisopropylfluorophosphate on spatial frequency responsivity in the cat visual system. Brain Res. 1985 Jan 28;325(1-2):357-61. doi: 10.1016/0006-8993(85)90340-3. PMID: 3978426. 15: Brandon RA, Eadie MJ, Smith MT. A sensitive liquid chromatographic assay for plasma aspirin and salicylate concentrations after low doses of aspirin. Ther Drug Monit. 1985;7(2):216-21. doi: 10.1097/00007691-198506000-00014. PMID: 4024217. 16: Yeh SY. Localization and characterization of meperidine esterase of rats. Drug Metab Dispos. 1982 Jul-Aug;10(4):319-25. PMID: 6126328. 17: Davis WM, Hatoum NS. Synergism of the toxicity of physostigmine and neostigmine by lithium or by a reserpine-like agent (Ro4-1284). Toxicology. 1980;17(1):1-7. doi: 10.1016/0300-483x(80)90021-9. PMID: 6904065. 18: Mak KM, Chang WW. Inhibition of DNA synthesis by 1,2-dimethylhydrazine and methylazoxymethanol acetate in rabbit colon mucosa in organ culture. J Natl Cancer Inst. 1978 Sep;61(3):799-805. PMID: 278857. 19: Thomas GS, Caccamise DJ, Clark DL. Aggression increase and water competition decrease in squirrel monkeys given physostigmine injections. Pharmacol Biochem Behav. 1978 Jun;8(6):633-9. doi: 10.1016/0091-3057(78)90258-7. PMID: 99752. 20: Miller MM, Patterson R. Differential airway reactivity to carbachol and physostigmine sulfate in rhesus monkeys with and without reagin-mediated respiratory responses. Int Arch Allergy Appl Immunol. 1977;53(4):349-56. doi: 10.1159/000231771. PMID: 404257.