MedKoo Cat#: 581183 | Name: Dacarbazine hydrochloride

Description:

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

Dacarbazine, also known as imidazole carboxamide, is a chemotherapy medication used in the treatment of melanoma and Hodgkin's lymphoma. For Hodgkin's it is often used together with vinblastine, bleomycin, and doxorubicin.

Chemical Structure

Dacarbazine hydrochloride
Dacarbazine hydrochloride
CAS#17925-90-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 581183

Name: Dacarbazine hydrochloride

CAS#: 17925-90-5 (HCl)

Chemical Formula: C6H11ClN6O

Exact Mass: 218.0683

Molecular Weight: 218.65

Elemental Analysis: C, 32.96; H, 5.07; Cl, 16.21; N, 38.44; O, 7.32

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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Synonym
Dacarbazine hydrochloride; Dacarbazine HCl;
IUPAC/Chemical Name
5-(3,3-Dimethyl-1-triazeno)-1H-imidazole-4-carboxamide monohydrochloride
InChi Key
JTLLDOORGJVYPT-ASTDGNLGSA-N
InChi Code
InChI=1S/C6H10N6O.ClH/c1-12(2)11-10-6-4(5(7)13)8-3-9-6;/h3H,1-2H3,(H2,7,13)(H,8,9);1H/b11-10+;
SMILES Code
O=C(C1=C(/N=N/N(C)C)NC=N1)N.[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
>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 218.65 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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J Dermatol. 2011 Feb;38(2):164-8. doi: 10.1111/j.1346-8138.2010.00947.x. Epub 2010 Nov 11. PubMed PMID: 21269313. 5: Lunn G, Sansone EB. Reductive destruction of dacarbazine, procarbazine hydrochloride, isoniazid, and iproniazid. Am J Hosp Pharm. 1987 Nov;44(11):2519-24. PubMed PMID: 3687991. 6: Stewart JT, Warren FW, King DT, Venkateshwaran TG, Ponder GW, Fox JL. Stability of ondansetron hydrochloride, doxorubicin hydrochloride, and dacarbazine or vincristine sulfate in elastomeric portable infusion devices and polyvinyl chloride bags. Am J Health Syst Pharm. 1997 Apr 15;54(8):915-20. PubMed PMID: 9114924. 7: Yamazaki N, Yamamoto A, Wada T, Ishikawa M. Dacarbazine, nimustine hydrochloride, cisplatin and tamoxifen combination chemotherapy for advanced malignant melanoma. J Dermatol. 1999 Aug;26(8):489-93. PubMed PMID: 10487002. 8: Clarke JL, Molinaro AM, Phillips JJ, Butowski NA, Chang SM, Perry A, Costello JF, DeSilva AA, Rabbitt JE, Prados MD. A single-institution phase II trial of radiation, temozolomide, erlotinib, and bevacizumab for initial treatment of glioblastoma. Neuro Oncol. 2014 Jul;16(7):984-90. PubMed PMID: 24637230; PubMed Central PMCID: PMC4057142. 9: Sperduto PW, Wang M, Robins HI, Schell MC, Werner-Wasik M, Komaki R, Souhami L, Buyyounouski MK, Khuntia D, Demas W, Shah SA, Nedzi LA, Perry G, Suh JH, Mehta MP. A phase 3 trial of whole brain radiation therapy and stereotactic radiosurgery alone versus WBRT and SRS with temozolomide or erlotinib for non-small cell lung cancer and 1 to 3 brain metastases: Radiation Therapy Oncology Group 0320. Int J Radiat Oncol Biol Phys. 2013 Apr 1;85(5):1312-8. doi: 10.1016/j.ijrobp.2012.11.042. Epub 2013 Feb 4. PubMed PMID: 23391814; PubMed Central PMCID: PMC3740376. 10: Wilisch-Neumann A, Pachow D, Wallesch M, Petermann A, Böhmer FD, Kirches E, Mawrin C. Re-evaluation of cytostatic therapies for meningiomas in vitro. J Cancer Res Clin Oncol. 2014 Aug;140(8):1343-52. doi: 10.1007/s00432-014-1683-6. Epub 2014 May 11. PubMed PMID: 24816784. 11: Takata Y, Hayashi S, Ohno T, Dekio S. Paralytic ileus associated with a combination of dacarbazine-nimustine hydrochloride-vincristine chemotherapy. J Dermatol. 1997 Oct;24(10):682-3. PubMed PMID: 9375471. 12: Tanaka S, Akimoto J, Narita Y, Oka H, Tashiro T. Is the absolute value of O(6)-methylguanine-DNA methyltransferase gene messenger RNA a prognostic factor, and does it predict the results of treatment of glioblastoma with temozolomide? J Neurosurg. 2014 Oct;121(4):818-26. doi: 10.3171/2014.6.JNS132535. Epub 2014 Aug 8. PubMed PMID: 25105699. 13: Jotte RM, Von Hoff DD, Braiteh F, Becerra CR, Richards DA, Smith DA, Garbo L, Stephenson J, Conkling PR, Robert-Vizcarrondo F, Chen J, Turner PK, Chow KH, Tai DF, Ilaria R Jr. An innovative, multi-arm, complete phase 1b study of the novel anti-cancer agent tasisulam in patients with advanced solid tumors. Invest New Drugs. 2015 Feb;33(1):148-58. doi: 10.1007/s10637-014-0160-z. Epub 2014 Sep 28. PubMed PMID: 25260842. 14: Wen Q, Jalilian L, Lupo JM, Molinaro AM, Chang SM, Clarke J, Prados M, Nelson SJ. Comparison of ADC metrics and their association with outcome for patients with newly diagnosed glioblastoma being treated with radiation therapy, temozolomide, erlotinib and bevacizumab. J Neurooncol. 2015 Jan;121(2):331-9. doi: 10.1007/s11060-014-1636-6. Epub 2014 Oct 29. PubMed PMID: 25351579; PubMed Central PMCID: PMC4311062. 15: Kawano H, Hirano H, Yonezawa H, Yunoue S, Yatsushiro K, Ogita M, Hiraki Y, Uchida H, Habu M, Fujio S, Oyoshi T, Bakhtiar Y, Sugata S, Yamahata H, Hanaya R, Tokimura H, Arita K. Improvement in treatment results of glioblastoma over the last three decades and beneficial factors. Br J Neurosurg. 2015 Apr;29(2):206-12. doi: 10.3109/02688697.2014.967750. Epub 2014 Oct 14. PubMed PMID: 25311043. 16: Mizumoto M, Yamamoto T, Takano S, Ishikawa E, Matsumura A, Ishikawa H, Okumura T, Sakurai H, Miyatake S, Tsuboi K. Long-term survival after treatment of glioblastoma multiforme with hyperfractionated concomitant boost proton beam therapy. Pract Radiat Oncol. 2015 Jan-Feb;5(1):e9-16. doi: 10.1016/j.prro.2014.03.012. Epub 2014 May 19. PubMed PMID: 25413424. 17: Mizumoto M, Yamamoto T, Ishikawa E, Matsuda M, Takano S, Ishikawa H, Okumura T, Sakurai H, Matsumura A, Tsuboi K. Proton beam therapy with concurrent chemotherapy for glioblastoma multiforme: comparison of nimustine hydrochloride and temozolomide. J Neurooncol. 2016 Oct;130(1):165-170. Epub 2016 Aug 17. PubMed PMID: 27535747. 18: Marchi E, Vargas FS, Teixeira LR, Fagundes DJ, Silva LM, Carmo AO, Light RW. Comparison of nitrogen mustard, cytarabine and dacarbazine as pleural sclerosing agents in rabbits. Eur Respir J. 1997 Mar;10(3):598-602. PubMed PMID: 9072991. 19: Avivi I, Hardak E, Shaham B, Igla M, Rowe JM, Dann EJ. Low incidence of long-term respiratory impairment in Hodgkin lymphoma survivors. Ann Hematol. 2012 Feb;91(2):215-21. doi: 10.1007/s00277-011-1255-7. Epub 2011 May 21. PubMed PMID: 21603918. 20: Brentuximab Vedotin in Combination With Dacarbazine or Bendamustine for Frontline Treatment of Hodgkin Lymphoma in Patients Aged 60 Years and Above: Interim Results of a Multi-Cohort Phase 2 Study. Clin Adv Hematol Oncol. 2016 Feb;14(2 Suppl 1):13-5. PubMed PMID: 27007006.