dacarbazine
5-(3,3-dimethyltriazeno)imidazole-4-carboxamide
Identification
| Name | dacarbazine |
| IUPAC | (5E)-5-(dimethylaminohydrazinylidene)imidazole-4-carboxamide |
| CAS Number | 4342-03-4 |
| EINECS | 224-396-1 |
| FDA UNII | 7GR28W0FJI |
| Molecular Formula | C6 H10 N6 O |
| Molecular Weight | 182.18690000 |
| MDL Number | MFCD00057167 |
Regulatory
Physical Properties
| Appearance | white crystalline solid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 205.00 °C. @ 760.00 mm Hg |
| Boiling Point | 302.60 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.001000 mmHg @ 25.00 °C. (est) |
| Flash Point | 278.00 °F. TCC ( 136.80 °C. ) (est) |
| logP (o/w) | -0.240 |
| Soluble in | water, 4219 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | parenteral-hamster LD10 250 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for dacarbazine usage levels up to | not for fragrance use. |
| Recommendation for dacarbazine flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Glentham Life Sciences Ltd
The Chemical, Biochemical & Research Essentials Supplier
Glentham Life Sciences is a supplier of fine chemicals and raw materials with warehousing, laboratories and packaging facilities in the UK.
Potential Uses
Natural Occurrence
Synonyms
biocarbazine R
dacarbazinum
4(5)-(3,3-
dimethyl-1-triazeno)imidazole-4-carboxamide
5-(3,3-
dimethyl-1-triazeno)imidazole-4-carboxamide
4-(3,3-
dimethyl-1-triazeno)imidazole-5-carboxamide
4-(5)-(3,3-
dimethyl-1-triazeno)imidazole-5(4)-carboxamide
4-(or 5)-(3,3-
dimethyl-1-triazeno)imidazole-5(or 4)-carboxamide
(5E)-5-(
dimethylaminohydrazinylidene)imidazole-4-carboxamide
5-(
dimethyltriazeno)imidazole-4-carboxamide
5-(3,3-
dimethyltriazeno)imidazole-4-carboxamide
dimethyltriazeno)imidazolecarboxamide
imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazeno)-
imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
1H-
imidazole-4-carboxamide, 5-(3,3-dimethyl-1-triazenyl)-
PubMed:
Preclinical evaluation of IL2-based immunocytokines supports their use in combination with dacarbazine, paclitaxel and TNF-based immunotherapy.
PubMed:
Immunotherapy in Melanoma: Recent Advances and Promising New Therapies.
PubMed:
Insulin induces drug resistance in melanoma through activation of the PI3K/Akt pathway.
PubMed:
Dabrafenib and trametinib, alone and in combination for BRAF-mutant metastatic melanoma.
PubMed:
Brentuximab vedotin: first-line agent for advanced Hodgkin lymphoma.
PubMed:
Triacetin-based acetate supplementation as a chemotherapeutic adjuvant therapy in glioma.
PubMed:
Treatment with ipilimumab: a case report of complete response in a metastatic malignant melanoma patient.
PubMed:
[Vemurafenib (Zelboraf) in the therapy of melanoma].
PubMed:
Lycopene modulates growth and survival associated genes in prostate cancer.
PubMed:
The European Medicines Agency review of vemurafenib (Zelboraf®) for the treatment of adult patients with BRAF V600 mutation-positive unresectable or metastatic melanoma: summary of the scientific assessment of the Committee for Medicinal Products for Human Use.
PubMed:
[Antibody therapies for melanoma].
PubMed:
Metastatic melanoma - a review of current and future drugs.
PubMed:
New therapeutical strategies in the treatment of metastatic disease.
PubMed:
Vemurafenib in patients with BRAF V600E mutation-positive advanced melanoma.
PubMed:
Severe sustained cholestatic hepatitis following temozolomide in a patient with glioblastoma multiforme: case study and review of data from the FDA adverse event reporting system.
PubMed:
Induction of brain tumor stem cell apoptosis by FTY720: a potential therapeutic agent for glioblastoma.
PubMed:
Upcoming strategies for the treatment of metastatic melanoma.
PubMed:
Combination of oncolytic adenovirus and dacarbazine attenuates antitumor ability against uveal melanoma cells via cell cycle block.
PubMed:
Vemurafenib and BRAF inhibition: a new class of treatment for metastatic melanoma.
PubMed:
Vemurafenib (PLX4032): an orally available inhibitor of mutated BRAF for the treatment of metastatic melanoma.
PubMed:
New drugs in melanoma: it's a whole new world.
PubMed:
Hematologic adverse events associated with temozolomide.
PubMed:
FDA accelerated approval benefits glioblastoma.
PubMed:
Sorafenib, a multikinase inhibitor, enhances the response of melanoma to regional chemotherapy.
PubMed:
On assessing the presence of evaluation-time bias in progression-free survival in randomized trials.
PubMed:
Malignant melanoma (metastatic).
PubMed:
Combination of dacarbazine and dimethylfumarate efficiently reduces melanoma lymph node metastasis.
PubMed:
Phase II clinical trial of a granulocyte-macrophage colony-stimulating factor-encoding, second-generation oncolytic herpesvirus in patients with unresectable metastatic melanoma.
PubMed:
Prognostic factors in metastatic melanoma patients treated with biochemotherapy and maintenance immunotherapy.
PubMed:
Neurological adverse effects caused by cytotoxic and targeted therapies.
PubMed:
Adjuvant fermented wheat germ extract (Avemar) nutraceutical improves survival of high-risk skin melanoma patients: a randomized, pilot, phase II clinical study with a 7-year follow-up.
PubMed:
Malignant melanoma (metastatic).
PubMed:
Melanoma: immunotherapeutic approaches.
PubMed:
Genasense: it ain't over till the fat lady sings.
PubMed:
Cutaneous melanoma: available therapy for metastatic disease.
PubMed:
Food and Drug Administration Drug approval summary: temozolomide plus radiation therapy for the treatment of newly diagnosed glioblastoma multiforme.
PubMed:
Update on the systemic treatment of malignant melanoma.
PubMed:
Dacarbazine-based chemotherapy for metastatic melanoma: thirty-year experience overview.
PubMed:
Phase I dose-escalation and pharmacokinetic study of temozolomide (SCH 52365) for refractory or relapsing malignancies.
PubMed:
A survey of treatments used in patients with metastatic melanoma: analysis of 189 patients referred to the National Cancer Institute.
PubMed:
Intraindividual variations of DNA adduct levels in humans.
PubMed:
Dose comparison of tropisetron (Navoban) 5 mg and 10 mg orally in the prophylaxis of dacarbazine-induced nausea and emesis.