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MedKoo Cat#: 577343 | Name: Pralidoxime methyl sulfate
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Description:

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

Pralidoxime methyl sulfate binds to inactivated acetylcholinesterases and is used to combat organophosphates and nerve agent poisoning. 2-PAM is currently the only FDA approved oxime in the United States.

Chemical Structure

Pralidoxime methyl sulfate
Pralidoxime methyl sulfate
CAS#1200-55-1

Theoretical Analysis

MedKoo Cat#: 577343

Name: Pralidoxime methyl sulfate

CAS#: 1200-55-1

Chemical Formula: C8H12N2O5S

Exact Mass: 248.0467

Molecular Weight: 248.25

Elemental Analysis: C, 38.71; H, 4.87; N, 11.28; O, 32.22; S, 12.91

Price and Availability

Size Price Availability Quantity
250mg USD 350.00 2 Weeks
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Related CAS #
No Data
Synonym
Contrastigmin; Contrastigmine; Pralidoxime methyl sulfate
IUPAC/Chemical Name
pyridinium, 2-((hydroxyimino)methyl)-1-methyl-, methylsulfate (salt)
InChi Key
OVPHBYQAKDEEBD-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H8N2O.CH4O4S/c1-9-5-3-2-4-7(9)6-8-10;1-5-6(2,3)4/h2-6H,1H3;1H3,(H,2,3,4)
SMILES Code
COS(=O)(=O)[O-].C[n+]1ccccc1\C=N\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
Toxicity Data: Mouse - LD50, Intraperitoneal (145mg/kg) - No effects reported Mouse - LD50, Intravenous (172mg/kg) - Effects: Dyspnea, Convulsions or effect on seizure threshold, Cyanosis Mouse - LD50, Oral (1.716g/kg) - Effects: Dyspnea, Convulsions or effect on seizure threshold, Cyanosis Mouse - LD50, Subcutaneous (686mg/kg) - Effects: Dyspnea, Convulsions or effect on seizure threshold, Cyanosis Rabbit - LD50, Intravenous (172mg/kg) - Effects: Dyspnea, Convulsions or effect on seizure threshold, Cyanosis Sources: Medicina Experimentalis. Vol. 8, Pg. 313, 1963. Therapie. Vol. 15, Pg. 1146, 1960.

Preparing Stock Solutions

The following data is based on the product molecular weight 248.25 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 HX, Liu CF, Yang WH. Clinical study of continuous micropump infusion of atropine and pralidoxime chloride for treatment of severe acute organophosphorus insecticide poisoning. J Chin Med Assoc. 2015 Dec;78(12):709-13. doi: 10.1016/j.jcma.2015.08.006. Epub 2015 Oct 3. PubMed PMID: 26441220. 2: Banerjee S, Chattopadhyay P, Ghosh A, Bhatnagar A, Veer V. Pharmacokinetic and biodistribution study of eserine and pralidoxime chloride in rabbits following a single application of a transdermal patch. Eur J Drug Metab Pharmacokinet. 2014 Dec 30. [Epub ahead of print] PubMed PMID: 25547639. 3: Banerjee S, Chattopadhyay P, Ghosh A, Pathak MP, Gogoi J, Veer V. Protection by a transdermal patch containing eserine and pralidoxime chloride for prophylaxis against (±)-Anatoxin A poisoning in rats. Eur J Pharm Sci. 2014 Jun 2;56:28-36. doi: 10.1016/j.ejps.2014.01.013. Epub 2014 Feb 14. PubMed PMID: 24530375. 4: Lucyk S, Vilensky D, Fok PT, Nelson LS. Reactivation of plasma butyrylcholinesterase by pralidoxime chloride in patients poisoned by WHO class II toxicity organophosphorus insecticides. Toxicol Sci. 2014 Apr;138(2):482. doi: 10.1093/toxsci/kft337. Epub 2014 Jan 2. PubMed PMID: 24385419. 5: Connors NJ, Weber BJ, Hoffman RS. Regarding "Repeated pulse intramuscular injection of pralidoxime chloride in severe acute organophosphorus pesticide poisoning". Am J Emerg Med. 2013 Dec;31(12):1711-2. doi: 10.1016/j.ajem.2013.08.052. Epub 2013 Oct 1. PubMed PMID: 24091197. 6: Konickx LA, Worek F, Jayamanne S, Thiermann H, Buckley NA, Eddleston M. Reactivation of plasma butyrylcholinesterase by pralidoxime chloride in patients poisoned by WHO class II toxicity organophosphorus insecticides. Toxicol Sci. 2013 Dec;136(2):274-83. doi: 10.1093/toxsci/kft217. Epub 2013 Sep 19. PubMed PMID: 24052565; PubMed Central PMCID: PMC3858199. 7: Banerjee S, Chattopadhyay P, Ghosh A, Kaity S, Veer V. Development and validation of a reverse phase liquid chromatography method for the simultaneous quantification of eserine and pralidoxime chloride in drugs-in-adhesive matrix type transdermal patches. Drug Res (Stuttg). 2013 Sep;63(9):450-6. doi: 10.1055/s-0033-1343471. Epub 2013 Apr 30. PubMed PMID: 23633237. 8: Tang X, Wang R, Xie H, Hu J, Zhao W. Repeated pulse intramuscular injection of pralidoxime chloride in severe acute organophosphorus pesticide poisoning. Am J Emerg Med. 2013 Jun;31(6):946-9. doi: 10.1016/j.ajem.2013.03.012. Epub 2013 May 14. PubMed PMID: 23680326. 9: Khan FA, Campbell AJ, Hoyt B, Herdman C, Ku T, Thangavelu S, Gordon RK. Oxidative mechanisms for the biotransformation of 1-methyl-1,6-dihydropyridine-2-carbaldoxime to pralidoxime chloride. Life Sci. 2011 Dec 19;89(25-26):911-7. doi: 10.1016/j.lfs.2011.09.019. Epub 2011 Oct 4. PubMed PMID: 21989207. 10: Fu Z, Huang X, Xiao H, Huang J. [Determination of pralidoxime chloride in rat plasma by high performance liquid chromatography]. Wei Sheng Yan Jiu. 2005 Mar;34(2):255-6. Chinese. PubMed PMID: 15952678. 11: Tian YP, Gao HB, Tong F, Qiu ZW, Su JL. [One case of using pralidoxime chloride to treat acute parathion poisoning]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2004 Feb;22(1):38. Chinese. PubMed PMID: 15033016. 12: Yamane GK. Accidental injection of a U.S. Air Force aviator by a pralidoxime chloride auto-injector: a case report. Aviat Space Environ Med. 1999 Nov;70(11):1110-2. PubMed PMID: 10608609. 13: Ekins BR, Geller RJ. Methomyl-induced carbamate poisoning treated with pralidoxime chloride. West J Med. 1994 Jul;161(1):68-70. PubMed PMID: 7941519; PubMed Central PMCID: PMC1011381. 14: Karljiković-Rajić K, Stanković B. Potentiometric investigation of the stability of palladium(II) complex of pralidoxime chloride in aqueous solution. J Pharm Biomed Anal. 1990;8(8-12):705-9. PubMed PMID: 2100611. 15: Friedl KE, Hannan CJ Jr, Schadler PW, Jacob WH. Atropine absorption after intramuscular administration with 2-pralidoxime chloride by two automatic injector devices. J Pharm Sci. 1989 Sep;78(9):728-31. PubMed PMID: 2585264. 16: Jeevarathinam K, Ghosh AK, Srinivasan A, Das Gupta S. Pharmacokinetics of pralidoxime chloride and its correlation to therapeutic efficacy against diisopropyl fluorophosphate intoxication in rats. Pharmazie. 1988 Feb;43(2):114-5. PubMed PMID: 3393576. 17: Thompson DF. Pralidoxime chloride continuous infusions. Ann Emerg Med. 1987 Jul;16(7):831-2. PubMed PMID: 3592350. 18: Fyhr P, Brodin A, Ernerot L, Lindquist J. Degradation pathway of pralidoxime chloride in concentrated acidic solution. J Pharm Sci. 1986 Jun;75(6):608-11. PubMed PMID: 3735107. 19: Bhuta SI, Sugita ET, Niebergall PJ, Schnaare RL. Influence of various anions on intestinal disappearance of hexamethonium chloride and pralidoxime chloride in rats. J Pharm Sci. 1980 Aug;69(8):923-8. PubMed PMID: 7400937. 20: Lemanowicz EF, Sugita ET, Niebergall PJ, Schnaare RL. Kinetics of absorption and elimination of pralidoxime chloride in dogs. J Pharm Sci. 1979 Feb;68(2):141-5. PubMed PMID: 423079.