MedKoo Cat#: 412369 | Name: Carmethizole hydrochloride

Description:

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

Carmethizole hydrochloride is the salt form of Carmethizole (free base), a novel imidazole biscarbamate alkylating agent that has greater water solubility than the pyrrolizine biscarbamate anticancer.

Chemical Structure

Carmethizole hydrochloride
Carmethizole hydrochloride
CAS#123298-15-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 412369

Name: Carmethizole hydrochloride

CAS#: 123298-15-7 (HCl)

Chemical Formula: C11H19ClN4O4S

Exact Mass:

Molecular Weight: 338.81

Elemental Analysis: C, 39.00; H, 5.65; Cl, 10.46; N, 16.54; O, 18.89; S, 9.46

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 #
No Data
Synonym
Carmethizole hydrochloride; CCRIS9390; CCRIS-9390 CCRIS 9390
IUPAC/Chemical Name
1H-Imidazole-4,5-dimethanol, 1-methyl-2-(methylthio)-, bis(methylcarbamate) (ester)monohydrochloride
InChi Key
ZUIGQZNTMIGKHP-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H18N4O4S.ClH/c1-12-10(16)18-5-7-8(6-19-11(17)13-2)15(3)9(14-7)20-4;/h5-6H2,1-4H3,(H,12,16)(H,13,17);1H
SMILES Code
CSC1=NC(COC(NC)=O)=C(COC(NC)=O)N1C.[H]Cl
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
>3 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 338.81 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: Elliott WL, Fry DW, Anderson WK, Nelson JM, Hook KE, Hawkins PA, Leopold WR 3rd. In vivo and in vitro evaluation of the alkylating agent carmethizole. Cancer Res. 1991 Sep 1;51(17):4581-7. PMID: 1873802. 2: Waud WR, Plowman J, Harrison SD Jr, Dykes DJ, Anderson WK, Griswold DP Jr. Antitumor activity and cross-resistance of carmethizole hydrochloride in preclinical models in mice. Cancer Chemother Pharmacol. 1992;30(4):261-6. doi: 10.1007/BF00686292. PMID: 1322803. 3: Brodfuehrer JI, Wilke TJ, Kinder DH, Powis G. Preclinical pharmacologic studies of the new antitumor agent carmethizole (NSC-602668) in the mouse and beagle dog. Cancer Chemother Pharmacol. 1989;24(5):277-83. doi: 10.1007/BF00304758. PMID: 2758557. 4: Jarosinski MA, Reddy PS, Anderson WK. Synthesis, chemical reactivity, and antitumor evaluation of congeners of carmethizole hydrochloride, an experimental "acylated vinylogous carbinolamine" tumor inhibitor. J Med Chem. 1993 Nov 12;36(23):3618-27. doi: 10.1021/jm00075a017. PMID: 8246230. 5: Atwell GJ, Fan JY, Tan K, Denny WA. DNA-Directed alkylating agents. 7. Synthesis, DNA interaction, and antitumor activity of bis(hydroxymethyl)- and bis(carbamate)-substituted pyrrolizines and imidazoles. J Med Chem. 1998 Nov 19;41(24):4744-54. doi: 10.1021/jm9803119. PMID: 9822545. 6: Anderson WK, Bhattacharjee D, Houston DM. Design, synthesis, antineoplastic activity, and chemical properties of bis(carbamate) derivatives of 4,5-bis(hydroxymethyl)imidazole. J Med Chem. 1989 Jan;32(1):119-27. doi: 10.1021/jm00121a023. PMID: 2909723. 7: Beijnen JH, Flora KP, Halbert GW, Henrar RE, Slack JA. CRC/EORTC/NCI Joint Formulation Working Party: experiences in the formulation of investigational cytotoxic drugs. Br J Cancer. 1995 Jul;72(1):210-8. doi: 10.1038/bjc.1995.305. PMID: 7599054; PMCID: PMC2034157. 8: Waud WR, Harrison SD Jr, Gilbert KS, Laster WR Jr, Griswold DP Jr. Antitumor drug cross-resistance in vivo in a cisplatin-resistant murine P388 leukemia. Cancer Chemother Pharmacol. 1991;27(6):456-63. doi: 10.1007/BF00685160. PMID: 1849465.