Obidoxime

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

MedKoo CAT#: 111021

CAS#: 7683-36-5

Description: 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

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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: 288.3059
Elemental Analysis: C, 58.32; H, 5.59; N, 19.43; O, 16.65

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

Preparing Stock Solutions

The following data is based on the product molecular weight 288.3059 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

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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.