Obidoxime | CAS#7683-36-5 | Cholinesterase reactivator

MedKoo Cat#: 111021 | Name: Obidoxime

Description:

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

Obidoxime is a member of the oxime family used to treat nerve gas poisoning. Oximes are drugs known for their ability to reverse the binding of organophosphorus compounds to the enzyme acetylcholinesterase (AChE) and are used to restore enzyme functionality.

Chemical Structure

Obidoxime

CAS# 7683-36-5

Theoretical Analysis

MedKoo Cat#: 111021

Name: Obidoxime

CAS#: 7683-36-5

Chemical Formula: C14H16N4O32+

Exact Mass: 288.1211

Molecular Weight: 288.31

Elemental Analysis: C, 58.32; H, 5.59; N, 19.43; O, 16.65

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Obidoxim; Obidoxim kation; Obidoxim [German]; Obidoxime; Obidoxime tablets; Obidoximum; UNII-N6KNE1QA9O

IUPAC/Chemical Name

1,1'-(oxybis(methylene))bis(4-((E)-(hydroxyimino)methyl)pyridin-1-ium)

InChi Key

HIGRLDNHDGYWQJ-UHFFFAOYSA-P

InChi Code

InChI=1S/C14H14N4O3/c19-15-9-13-1-5-17(6-2-13)11-21-12-18-7-3-14(4-8-18)10-16-20/h1-10H,11-12H2/p+2

SMILES Code

O\N=C\c1cc[n+](COC[n+]2ccc(\C=N\O)cc2)cc1

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 288.31 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.

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: Lorke DE, Nurulain SM, Hasan MY, Kuča K, Petroianu GA. Experimental and Established Oximes as Pretreatment before Acute Exposure to Azinphos-Methyl. Int J Mol Sci. 2021 Mar 17;22(6):3072. doi: 10.3390/ijms22063072. PMID: 33802843; PMCID: PMC8002820. 2: Nichols RH, Chambers JE. Reactivation of organophosphate-inhibited serum butyrylcholinesterase by novel substituted phenoxyalkyl pyridinium oximes and traditional oximes. Toxicology. 2021 Mar 30;452:152719. doi: 10.1016/j.tox.2021.152719. Epub 2021 Feb 13. PMID: 33592259. 3: Handl J, Malinak D, Capek J, Andrys R, Rousarova E, Hauschke M, Bruckova L, Cesla P, Rousar T, Musilek K. Effects of Charged Oxime Reactivators on the HK-2 Cell Line in Renal Toxicity Screening. Chem Res Toxicol. 2021 Mar 15;34(3):699-703. doi: 10.1021/acs.chemrestox.0c00489. Epub 2021 Feb 10. PMID: 33566584. 4: Lee HM, Andrys R, Jonczyk J, Kim K, Vishakantegowda AG, Malinak D, Skarka A, Schmidt M, Vaskova M, Latka K, Bajda M, Jung YS, Malawska B, Musilek K. Pyridinium-2-carbaldoximes with quinolinium carboxamide moiety are simultaneous reactivators of acetylcholinesterase and butyrylcholinesterase inhibited by nerve agent surrogates. J Enzyme Inhib Med Chem. 2021 Dec;36(1):437-449. doi: 10.1080/14756366.2020.1869954. PMID: 33467931; PMCID: PMC7822067. 5: Worek F, Thiermann H, Wille T. Organophosphorus compounds and oximes: a critical review. Arch Toxicol. 2020 Jul;94(7):2275-2292. doi: 10.1007/s00204-020-02797-0. Epub 2020 Jun 6. PMID: 32506210; PMCID: PMC7367912. 6: Sezigen S, Esim O, Sarper M, Savaser A. In vitro evaluation of two different types of obidoxime-loaded nanoparticles for cytotoxicity and blood-brain barrier transport. Toxicol Lett. 2020 May 5;330:53-58. doi: 10.1016/j.toxlet.2020.03.018. Epub ahead of print. PMID: 32380126. 7: Jaćević V, Nepovimova E, Kuča K. Acute Toxic Injuries of Rat's Visceral Tissues Induced by Different Oximes. Sci Rep. 2019 Nov 11;9(1):16425. doi: 10.1038/s41598-019-52768-4. PMID: 31712702; PMCID: PMC6848205. 8: Lorke DE, Nurulain SM, Hasan MY, Kuča K, Petroianu GA. Oximes as pretreatment before acute exposure to paraoxon. J Appl Toxicol. 2019 Nov;39(11):1506-1515. doi: 10.1002/jat.3835. Epub 2019 Jul 2. PMID: 31264735. 9: Jaćević V, Nepovimova E, Kuča K. Toxic Injury to Muscle Tissue of Rats Following Acute Oximes Exposure. Sci Rep. 2019 Feb 6;9(1):1457. doi: 10.1038/s41598-018-37837-4. PMID: 30728420; PMCID: PMC6365527. 10: Mascarenhas Saraiva M, Ribeiro T, Vilas-Boas F, Macedo G. Caustic Injury After Organophosphate Poisoning. Rev Esp Enferm Dig. 2020 Dec 3. doi: 10.17235/reed.2020.7540/2020. Epub ahead of print. PMID: 33267602. 11: Zhang Y, He J, Shen L, Wang T, Yang J, Li Y, Wang Y, Quan D. Brain-targeted delivery of obidoxime, using aptamer-modified liposomes, for detoxification of organophosphorus compounds. J Control Release. 2021 Jan 10;329:1117-1128. doi: 10.1016/j.jconrel.2020.10.039. Epub 2020 Oct 21. PMID: 33096123. 12: Petreski T, Kit B, Strnad M, Grenc D, Svenšek F. Cholinergic syndrome: a case report of acute organophosphate and carbamate poisoning. Arh Hig Rada Toksikol. 2020 Jun 29;71(2):163-166. doi: 10.2478/aiht-2020-71-3413. PMID: 32975104. 13: Sharma R, Upadhyaya K, Gupta B, Ghosh KK, Tripathi RP, Musilek K, Kuca K. Glycosylated-imidazole aldoximes as reactivators of pesticides inhibited AChE: Synthesis and in-vitro reactivation study. Environ Toxicol Pharmacol. 2020 Nov;80:103454. doi: 10.1016/j.etap.2020.103454. Epub 2020 Jul 6. PMID: 32645360. 14: Bi H, Ouyang Q, Wei Z, Zheng Z. Design, synthesis and evaluation of novel nonquaternary and 3 non-oxime reactivators for acetylcholinesterase inhibited by organophosphates. Bioorg Chem. 2020 Jul;100:103902. doi: 10.1016/j.bioorg.2020.103902. Epub 2020 May 5. PMID: 32388435.