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MedKoo Cat#: 581317 | Name: Chlorozotocin

Description:

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

Chlorozotocin is a nitrosourea. It is used for cancer therapy.

Chemical Structure

Chlorozotocin
Chlorozotocin
CAS#54749-90-5

Theoretical Analysis

MedKoo Cat#: 581317

Name: Chlorozotocin

CAS#: 54749-90-5

Chemical Formula: C9H16ClN3O8

Exact Mass: 329.0626

Molecular Weight: 329.69

Elemental Analysis: C, 32.79; H, 4.89; Cl, 10.75; N, 12.75; O, 38.82

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
Chlorozotocin; CCRIS 879; CHLZ; DCNU;
IUPAC/Chemical Name
1-(2-Chloroethyl)-3-(D-glucopyranos-2-yl)-1-nitrosourea
InChi Key
FHMFWWOYUUUSRX-PODBKALZSA-N
InChi Code
InChI=1S/C9H16ClN3O8/c10-1-2-13(12-20)8(18)11-9(19)6(16)5(15)4(3-14)21-7(9)17/h4-7,14-17,19H,1-3H2,(H,11,18)/t4-,5-,6+,7?,9-/m1/s1
SMILES Code
O=C(N[C@@](O)([C@H]([C@@H]([C@@H](CO)O1)O)O)C1O)N(CCCl)N=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
>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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 329.69 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: National Toxicology Program. Nitrosourea chemotherapeutic agents: Chlorozotocin. Rep Carcinog. 2011;12:328-9. PubMed PMID: 21860521. 2: National Toxicology Program. Chlorozotocin. Rep Carcinog. 2002;10:63. Update in: Rep Carcinog. 2004;11:III62-3. PubMed PMID: 15320326. 3: Chlorozotocin. Rep Carcinog. 2004;11:III62-3. PubMed PMID: 21089833. 4: Chinnasamy N, Rafferty J, Lashford L, Chinnasamy D, Margison G, Thatcher N, Dexter T, Fairbairn L. Protection of committed murine haemopoietic progenitors against BCNU toxicity does not predict protection of primitive, multipotent spleen colony-forming cells - implications for chemoprotective gene therapy. Leukemia. 1999 Nov;13(11):1776-83. PubMed PMID: 10557052. 5: Hickson I, Fairbairn LJ, Chinnasamy N, Dexter TM, Margison GP, Rafferty JA. Protection of mammalian cells against chloroethylating agent toxicity by an O6-benzylguanine-resistant mutant of human O6-alkylguanine-DNA alkyltransferase. Gene Ther. 1996 Oct;3(10):868-77. PubMed PMID: 8908500. 6: Dulude H, Salvador R, Gallant G. In vitro cytotoxicity and differential cellular sensitivity of derivatives of diamino acids. II. N1-methyl, N1-allyl, N1-(2-chloroethyl) and N1-propargyl nitrosoureas. Anticancer Res. 1995 May-Jun;15(3):853-8. PubMed PMID: 7645970. 7: Dulude H, Salvador R, Gallant G. In vitro cytotoxicity and differential cellular sensitivity of derivatives of diamino acids. I. N1-methyl, N1-allyl, N1-(2-chloroethyl) and N1-propargyl ureas. Anticancer Res. 1995 May-Jun;15(3):847-52. PubMed PMID: 7645969. 8: Sosnovsky G, Gnewuch CT. In the search for new anticancer drugs. 27. Synthesis and comparison of anticancer activity in vivo of amino acids, carbohydrates, and carbohydrate-amino acid conjugates containing the [N'-(2-chloroethyl)-N'-nitrosoamino]carbonyl group. J Pharm Sci. 1994 Jul;83(7):989-98. PubMed PMID: 7965679. 9: Matthew AM, Phillips RM, Loadman PM, Bibby MC. Pre-clinical evaluation of a novel chloroethylating agent, Clomesone. Br J Cancer. 1993 Mar;67(3):441-6. PubMed PMID: 8382507; PubMed Central PMCID: PMC1968247. 10: Bukowski RM, Tangen C, Lee R, Macdonald JS, Einstein AB Jr, Peterson R, Fleming TR. Phase II trial of chlorozotocin and fluorouracil in islet cell carcinoma: a Southwest Oncology Group study. J Clin Oncol. 1992 Dec;10(12):1914-8. PubMed PMID: 1333517. 11: Srivenugopal KS. Formation and disappearance of DNA interstrand cross-links in human colon tumor cell lines with different levels of resistance to chlorozotocin. Biochem Pharmacol. 1992 Mar 3;43(5):1159-63. PubMed PMID: 1532492. 12: Moertel CG, Lefkopoulo M, Lipsitz S, Hahn RG, Klaassen D. Streptozocin-doxorubicin, streptozocin-fluorouracil or chlorozotocin in the treatment of advanced islet-cell carcinoma. N Engl J Med. 1992 Feb 20;326(8):519-23. PubMed PMID: 1310159. 13: Wong KH, Wallen CA, Wheeler KT. 2-Nitroimidazole potentiation of nitrosourea induced cytotoxicity in subcutaneous implants of rat 9L brain tumor cells. J Neurooncol. 1991 Aug;11(1):17-25. PubMed PMID: 1833513. 14: Sosnovsky G, Rao NU. In the search for new anticancer drugs. XXIII: Exploration of a predictive design for anticancer drugs of carbohydrates containing N-nitrosochloroethylamino, N-nitrosomethyl, and N-nitrosoaminoxyl components. J Pharm Sci. 1991 Jul;80(7):693-9. PubMed PMID: 1658297. 15: Dolan ME, Mitchell RB, Mummert C, Moschel RC, Pegg AE. Effect of O6-benzylguanine analogues on sensitivity of human tumor cells to the cytotoxic effects of alkylating agents. Cancer Res. 1991 Jul 1;51(13):3367-72. PubMed PMID: 1647266. 16: Hanania N, Boyano MD, Mangin C, Poupon MF. Oncogene and MDR1 gene expression in rat rhabdomyosarcoma sublines of different metastatic potential. Anticancer Res. 1991 Jan-Feb;11(1):473-80. PubMed PMID: 2018384. 17: Clary S, Nagarkatti PS, Nagarkatti M. Immunomodulatory effects of nitrosoureas on the phenotype and functions of T cells in the thymus and periphery. Immunopharmacology. 1990 Nov-Dec;20(3):153-64. PubMed PMID: 2149719. 18: Ali-Osman F, Srivenugopal K, Berger MS, Stein DE. DNA interstrand crosslinking and strand break repair in human glioma cell lines of varying [1,3-bis(2-chloroethyl)-1-nitrosourea] resistance. Anticancer Res. 1990 May-Jun;10(3):677-82. PubMed PMID: 2164350. 19: Chlorozotocin. IARC Monogr Eval Carcinog Risks Hum. 1990;50:65-75. Review. PubMed PMID: 2149865. 20: Yoon JW. The role of viruses and environmental factors in the induction of diabetes. Curr Top Microbiol Immunol. 1990;164:95-123. Review. PubMed PMID: 2073786.