기본 정보
- 표준 SMILES
Cl.Cn1c(CCCC(=O)O)nc2cc(N(CCCl)CCCl)ccc21- InChIKey
ZHSKUOZOLHMKEA-UHFFFAOYSA-N- 분자식
- C16H22Cl3N3O2
- 평균 분자량
- 394.7 g/mol
- 단동위원소 질량
- 393.07775998
개요
Bendamustine Hydrochloride is the hydrochloride salt of bendamustine, a bifunctional mechlorethamine derivative with alkylator and antimetabolite activities. Bendamustine possesses three active moieties: an alkylating group; a benzimidazole ring, which may act as a purine analogue; and a butyric acid side chain. Although its exact mechanism of action is unknown this agent appears to act primarily as an alkylator. Bendamustine metabolites alkylate and crosslink macromolecules, resulting in DNA, RNA and protein synthesis inhibition, and, subsequently, apoptosis. Bendamustine may differ from other alkylators in that it may be more potent in activating p53-dependent stress pathways and inducing apoptosis; it may induce mitotic catastrophe; and it may activate a base excision DNA repair pathway rather than an alkyltransferase DNA repair mechanism. Accordingly, this agent may be more efficacious and less susceptible to drug resistance than other alkylators.
이름 및 식별자
- 우선 이름
- Bendamustine Hydrochloride
- IUPAC
- 4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;hydrochloride
- 영어명
- Bendamustine hydrochloride
- 분자식
- C16H22Cl3N3O2
- 분자량
- 394.72
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
3543-75-7- PubChem CID
- 77082
- DTXSID
DTXSID40188912- ChEMBL
CHEMBL1201734- UNII
- 981Y8SX18M
- EC Number
- 631-540-0
물성
구조 계산 물성
- 극성 표면적
- 58.4 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 9
- 무거운 원자 수
- 24
- 형식 전하
- 0
- 복잡도
- 380
실험 및 물리화학적 성질
Human Drugs
Breast Feeding; Lactation; Antineoplastic Agents, Alkylating; Nitrosourea Compounds
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
물리화학적 성질
- 녹는점
- 149 · 149-151°C
- 저장 조건
- room temp
- 용해도
- 2 O: · H2O: >30mg/mL
- 물리적 상태
- 가루
- 색상
- 회백색
- Merck
- 14 · 14,1034
- 주요 응용
- (저분자 의약품)
- InChI
- InChI=1S/C16H21Cl2N3O2.ClH/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23;/h5-6,11H,2-4,7-10H2,1H3,(H,22,23);1H
- InChIKey
- ZHSKUOZOLHMKEA-UHFFFAOYSA-N
- SMILES
- C12N=C(CCCC(=O)O)N(C)C=1C=CC(N(CCCl)CCCl)=C2.Cl
화학적 성질
Pale Brown Crystals
안전 및 규제
GHS 분류
GHS Classification
Danger
H301 (95.9%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
독성 정보
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Bendamustine hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
안전 데이터
- wgk
- 3
- rtecs
- DE1590000
- ridadr
- UN 2811 6.1 / PGIII
- 독성
- LD50 (monohydrate) in mice, rats (mg/kg): 400-500, 200-300 orally; 80, 40 i.v. (Horn)
- HS 번호
- 29339900
- risk_code
- 60-61-22-40
- hazard_code
- T,Xn
- safety_code
- 36-37
- 포장분류
- III
- 위험 등급
- 6.1
- Hazard Classifications
- Acute Tox. 3 OralCarc. 2Muta. 2Repr. 2
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
화학 및 산업
약리 정보
FDA Pharmacological Classification
BENDAMUSTINE HCL
Alkylating Drug [EPC]; Alkylating Activity [MoA]
BENDAMUSTINE HYDROCHLORIDE
Alkylating Drug [EPC]; Alkylating Activity [MoA]
MeSH Pharmacological Classification
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)
응용 분야
용도Bendamustine hydrochloride hydrate has been used as: a chemotherapy agent for chronic lymphocytic leukemia (CLL) samples to monitor spliced and unspliced gene expression an inhibitor to E3 ubiquitin-protein ligase RNF3 (HOIP) inmatrix-assisted laser desorption ionization time-of-flight mass spectrometry(MALDI-TOF) assaya cytotoxic chemotherapeutic drug in high-throughput screening to test interaction with BAY87-2243
일반 설명Bendamustine comprises 2-chloroethylamine alkylating group, a butyric acid side chain and a benzimidazole ring in its structure and is a nitrogen mustard. It is catabolized in the liver by the enzyme cytochrome P450 1A2 into γ hydroxyl-bendamustine and N-desmethyl-bendamustine.
상·하류 제품 정보
상류 원료
공급사50 곳
관련 반응
연결된 노트
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