Carmethizole (free base)

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MedKoo CAT#: 412368

CAS#: 117120-88-4 (free base)

Description: Carmethizole (free base) is a novel imidazole biscarbamate alkylating agent that has greater water solubility than the pyrrolizine biscarbamate anticancer.

Chemical Structure

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Carmethizole (free base)
CAS# 117120-88-4 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 412368
Name: Carmethizole (free base)
CAS#: 117120-88-4 (free base)
Chemical Formula: C11H18N4O4S
Exact Mass: 302.10
Molecular Weight: 302.350
Elemental Analysis: C, 43.70; H, 6.00; N, 18.53; O, 21.17; S, 10.60

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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Related CAS #: 123298-15-7 (HCl)   117120-88-4 (free base)  

Synonym: Carmethizole (free base)

IUPAC/Chemical Name: 1H-Imidazole-4,5-dimethanol, 1-methyl-2-(methylthio)-, bis(methylcarbamate) (ester)

InChi Key: BGYXTIDVSRHUEP-UHFFFAOYSA-N

InChi Code: InChI=1S/C11H18N4O4S/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)

SMILES Code: CSC1=NC(COC(NC)=O)=C(COC(NC)=O)N1C

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 302.35 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.