Bendamustine Hydrochloride

HCID 77082CAS 3543-75-7
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Grundinformationen

Standard-SMILES
Cl.Cn1c(CCCC(=O)O)nc2cc(N(CCCl)CCCl)ccc21
InChIKey
ZHSKUOZOLHMKEA-UHFFFAOYSA-N
Summenformel
C16H22Cl3N3O2
Durchschnittliche Molmasse
394,7 g/mol
Monoisotopische Masse
393,07775998

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
Bendamustine Hydrochloride
IUPAC
4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;hydrochloride
Englischer Name
Bendamustine hydrochloride
Summenformel
C16H22Cl3N3O2
Molmasse
394.72

Namen und Synonyme

Bendamustine hydrochloride3543-75-7Bendamustine HClTreandaRibomustinBendamustin hydrochlorideBendekaRibomustineSyB L-0501VIVIMUSTALevactNSC-138783
Weitere Namen anzeigen
BendaMustine hydrochloride hydrateEP3101SDX 105DD6304600CYTOSTASANZIMET-33/93Cytostasane
SYBL-0501981Y8SX18MDTXSID40188912NSC1387831H-Benzimidazole-2-butanoic acid, 5-(bis(2-chloroethyl)amino)-1-methyl-, monohydrochloride2-Benzimidazolinebutryric acid, 1-methyl-5-bis(2-chloroethyl)amino-, hydrochloridebendamustinBelrapzo

Datenbank-Bezeichner

CAS
3543-75-7
PubChem CID
77082
DTXSID
DTXSID40188912
ChEMBL
CHEMBL1201734
UNII
981Y8SX18M
EC Number
631-540-0

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
58,4 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
9
Schwere Atome
24

Experimentelle und physikochemische Eigenschaften

Human Drugs · 3 Einträge

Breast Feeding; Lactation; Antineoplastic Agents, Alkylating; Nitrosourea Compounds

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Physikochemische Eigenschaften

Schmelzpunkt
149 · 149-151°C
storage temp.
room temp
Löslichkeit
2 O: · H2O: >30mg/mL
Aggregatzustand
powder
Farbe
off-white
Merck
14 · 14,1034

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (95.9%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Bendamustine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Sicherheitsdaten

wgk
3
ridadr
UN 2811 6.1 / PGIII
hs_code
29339900
RTECS-Nr.
DE1590000
risk_code
60-61-22-40
Toxizität
LD50 (monohydrate) in mice, rats (mg/kg): 400-500, 200-300 orally; 80, 40 i.v. (Horn)

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 4 Einträge

BENDAMUSTINE HCL

Alkylating Drug [EPC]; Alkylating Activity [MoA]

BENDAMUSTINE HYDROCHLORIDE

Alkylating Drug [EPC]; Alkylating Activity [MoA]

MeSH Pharmacological Classification · 1 Eintrag

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)

Anwendungen · 1 Eintrag

VerwendenBendamustine 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

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]

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