다카바진
다카바진 · 다카바진(DACARBAZINE) · DTIC · dtic-dome · DTIE · deticene · WR139007 · dtic-aome
식별자 및 물리적 특성
| CAS No. | 4342-03-4 |
|---|---|
| 분자식 | C6H10N6O |
| 평균 분자량 | 182.18 g/mol |
| 단동위원소 질량 | 182.09160896 g/mol |
| SMILES | CN(C)N=Nc1nc[nH]c1C(N)=O |
| InChIKey | FDKXTQMXEQVLRF-UHFFFAOYSA-N |
| PubChem CID | 2942 |
| ChEMBL | CHEMBL1574179 |
| ChEBI | CHEBI:4305 |
| DTXSID | DTXSID0020369 |
| 현지명 | 다카바진 |
화학 및 물리적 성질
| XLogP | -0.6 |
|---|---|
| 극성 표면적 | 99.7 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 215 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Antibiotics |
| LogP(분배 계수) | -1.6-0.24 |
| 용해도 | 1.36e+00 g/L물과 무수 에탄올에 약간 용해되고 염화메틸렌에는 거의 용해되지 않습니다. |
| 녹는점 | 205 °C199-205°C |
| Physical Description | Solid |
| Collision Cross Section | 142.75 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 끓는 점 | 315.57°C (rough estimate) |
| 밀도 | 1.3206 (rough estimate) |
| 굴절률 | 1.7500 (estimate) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | pKa 4.42 (Uncertain) |
| 색상 | 황백색에서 밝은 노란색까지 |
| 용해도 | Slightly soluble in water, DMSO and ethanol /n |
| Merck | 14,2798 |
| 주요 응용 | 의약품(소분자) |
| InChI | 1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)/b11-10+ |
| InChIKey | FDKXTQMXEQVLRF-ZHACJKMWSA-N |
| SMILES | CN(C)\N=N\c1[nH]cnc1C(N)=O |
| LogP(분배 계수) | -0.240 |
| EPA | Dacarbazine (4342-03-4) |
화학적 성질
Dacarbazine is a white to ivory-colored crystalline solid.
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| RTECS 번호 | NI3950000 |
| 관세 코드 | 29349990 |
| 위험 문구(R) | 45-46-20/21/22-36/37/38 |
| 위험 표시 | T,Xi,Xn |
| 안전 문구(S) | 53-36/37/39-45-37/39-36-26 |
| 위험 등급 | Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 1BSkin Irrit. 2STOT SE 3 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| 유해 물질 데이터 | 4342-03-4(Hazardous Substances Data) |
용도
개요
Dacarbazine is nevertheless considered the first representative of the series of triazene derivatives. It has been shown that it is an alkylating agent, and thus this drug inhibits RNA and protein synthesis to a greater degree than DNA. Dacarbazine is used intravenously for Hodgkin’s disease, soft-tissue sarcoma, and metastatic melanoma. A synonym of this drug is diticene.
용도
Dacarbazine is used as an antineoplastic for treatment of malignant melanoma and sarcomas.
일반 설명
Dacarbazine is available in 100- and 200-mg vials for IVadministration in the treatment of Hodgkin’s disease, malignantmelanoma, carcinoid cancer, neuroblastoma, andsoft tissue sarcoma. Resistance to dacarbazine has been primarilyattributed to enhanced activity of AGAT. The volumeof distribution exceeds the amount of water in thebody suggesting the compound distributes into body tissuespossibly the liver. The agent is not highly protein bound(20%) and is metabolized in the liver by CYP to give MTICand 4-amino-5-imidazole-carboxamide (AIC).Thedemethylation reaction is mediated by isozymes CYP1A1/2and CYP2E1. Elimination occurs via the urine with 40% to50% occurring as unchanged drug. Dose-limiting myelosuppressionpresents as both leucopenia and thrombocytopenia.Other adverse effects include nausea, vomiting,flulike symptoms, photosensitivity, and pain at the injectionsite.