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MedKoo Cat#: 561180 | Name: Chlormethiazole edisylate

Description:

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

Chlormethiazole edisylate is a sedative and hypnotic. Chlormethiazole edisylate acts as a positive allosteric modulator at the barbiturate/picrotoxin site of the GABAA receptor. The drug is used in treating and preventing symptoms of acute alcohol withdrawal.

Chemical Structure

Chlormethiazole edisylate
Chlormethiazole edisylate
CAS#1867-58-9 (edisylate)

Theoretical Analysis

MedKoo Cat#: 561180

Name: Chlormethiazole edisylate

CAS#: 1867-58-9 (edisylate)

Chemical Formula: C8H14ClNO6S3

Exact Mass: 0.0000

Molecular Weight: 351.83

Elemental Analysis: C, 27.31; H, 4.01; Cl, 10.08; N, 3.98; O, 27.28; S, 27.34

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.
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Related CAS #
1867-58-9 (edisylate) 533-45-9 (free base) 6001-74-7 (HCl)
Synonym
Chlormethiazole edisylate; Clomethiazole edisylate; Distraneurin; Heminevrin; Hemithiamine; Clomethiazole ethanedisulfonate
IUPAC/Chemical Name
5-(2-Chloroethyl)-4-methyl-1,3-thiazole ethane-1,2-disulfonic acid
InChi Key
DRSIVJKCYUTEEE-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H8ClNS.C2H6O6S2/c1-5-6(2-3-7)9-4-8-5;3-9(4,5)1-2-10(6,7)8/h4H,2-3H2,1H3;1-2H2,(H,3,4,5)(H,6,7,8)
SMILES Code
CC1=C(CCCl)SC=N1.O=S(CCS(=O)(O)=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
Soluble in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 351.83 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: Harenko A. A comparison between chlormethiazole and nitrazepam as hypnotics in psycho-geriatric patients. Curr Med Res Opin. 1974-1975;2(10):657-63. PubMed PMID: 4616806. 2: Offen CP, Frearson MJ, Wilson K, Burnett D. 4,5-Dimethylthiazole-N-oxide-S-oxide: a metabolite of chlormethiazole in man. Xenobiotica. 1985 Jun;15(6):503-11. PubMed PMID: 3839957. 3: Kowaluk EA, Roberts MS, Polack AE. Dynamics of clomethiazole edisylate interaction with plastic infusion systems. J Pharm Sci. 1984 Jan;73(1):43-7. PubMed PMID: 6694081. 4: Seow LT, Mather LE, Cousins MJ. Failure of IV atropine to abolish nasal irritation caused by chlormethiazole infusion in elderly patients undergoing spinal anaesthesia. Anaesth Intensive Care. 1984 May;12(2):127-30. PubMed PMID: 6476347. 5: Seow LT, Mather LE, Cousins MJ. Comparison of the efficacy of chlormethiazole and diazepam as i.v. sedatives for supplementation of extradural anaesthesia. Br J Anaesth. 1985 Aug;57(8):747-52. PubMed PMID: 4015937. 6: Pålsson A. The efficacy of early chlormethiazole medication in the prevention of delirium tremens. A retrospective study of the outcome of different drug treatment strategies at the Helsingborg psychiatric clinics, 1975-1980. Acta Psychiatr Scand Suppl. 1986;329:140-5. PubMed PMID: 3463146. 7: Hakuba A, Matyśiakiewicz JA. [Pulmonary edema--a rare complication of the treatment with chlormethiazole]. Wiad Lek. 1987 Oct 15;40(20):1401-3. Polish. PubMed PMID: 3445623. 8: Hartley R, Lucock M, Becker M. Improved high-performance liquid chromatographic procedure for the determination of chlormethiazole levels following solid-phase extraction from plasma. J Chromatogr. 1987 Apr 10;415(2):357-64. PubMed PMID: 3584374. 9: Lee MG. Sorption of four drugs to polyvinyl chloride and polybutadiene intravenous administration sets. Am J Hosp Pharm. 1986 Aug;43(8):1945-50. Erratum in: Am J Hosp Pharm 1986 Nov;43(11):2742. PubMed PMID: 3092648. 10: Rätz AE, Schlienger RG, Linder L, Langewitz W, Haefeli WE. Pharmacokinetics and pharmacodynamics of clomethiazole after oral and rectal administration in healthy subjects. Clin Ther. 1999 May;21(5):829-40. PubMed PMID: 10397378. 11: Munro R. Crime. 'Lazy' killer gets life. Nurs Times. 2001 Jun 28-Jul 4;97(26):6-7. PubMed PMID: 11958040. 12: von Keyserlingk H. [Alcoholism]. Z Arztl Fortbild (Jena). 1984;78(10):381-3. German. PubMed PMID: 6464509. 13: Ketner M, Lutyńska E, Sierzpowska A. [Treatment effects obtained in delirium tremens from 1972 to 1979 (on the basis of the author's own material) (author's transl)]. Psychiatr Pol. 1981 Jul-Dec;15(4-6):337-41. Polish. PubMed PMID: 7342149. 14: Centerholt C, Ekblom M, Odergren T, Borgå O, Popescu G, Molz KH, Couturier A, Weil A. Pharmacokinetics and sedative effects in healthy subjects and subjects with impaired liver function after continuous infusion of clomethiazole. Eur J Clin Pharmacol. 2003 Jun;59(2):117-22. Epub 2003 May 7. PubMed PMID: 12734608. 15: Krchil A, Luchansky A. Clomethiasol for sedation. Crit Care Med. 1986 Jul;14(7):663. PubMed PMID: 3720320. 16: Kong RS, Butterworth J, Aveling W, Stump DA, Harrison MJ, Hammon J, Stygall J, Rorie KD, Newman SP. Clinical trial of the neuroprotectant clomethiazole in coronary artery bypass graft surgery: a randomized controlled trial. Anesthesiology. 2002 Sep;97(3):585-91. PubMed PMID: 12218524. 17: Danilenko AM. [Effect of heminevrin on the functional status of the liver and cholinergic system during treatment of severe forms of alcoholic delirium]. Zh Nevropatol Psikhiatr Im S S Korsakova. 1986;86(2):248-51. Russian. PubMed PMID: 3705830. 18: Barrigón Vázquez JC, Alvarez González FJ, Dueñas Laita A, García Roldán JL, Velasco Martín A. [Effect of heminevrin on the oxidative metabolism of various rat tissues in vitro]. Arch Neurobiol (Madr). 1984 Jan-Feb;47(1):37-44. Spanish. PubMed PMID: 6721634. 19: Bacia M. [Delirium after withdrawal of clomethiazole]. Psychiatr Pol. 1987 May-Jun;21(3):256-8. Polish. PubMed PMID: 3423149. 20: Zingmark PH, Ekblom M, Odergren T, Ashwood T, Lyden P, Karlsson MO, Jonsson EN. Population pharmacokinetics of clomethiazole and its effect on the natural course of sedation in acute stroke patients. Br J Clin Pharmacol. 2003 Aug;56(2):173-83. PubMed PMID: 12895190; PubMed Central PMCID: PMC1884288.

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