BROSTALLICIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C30H35BrN12O5
Molecular Weight	723.58
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C=C(NC(=O)C2=CC(NC(=O)C3=CC(NC(=O)C4=CC(NC(=O)C(Br)=C)=CN4C)=CN3C)=CN2C)C=C1C(=O)NCCNC(N)=N

InChI

InChIKey=RXOVOXFAAGIKDQ-UHFFFAOYSA-N

InChI=1S/C30H35BrN12O5/c1-16(31)25(44)36-17-9-22(41(3)12-17)27(46)38-19-11-24(43(5)14-19)29(48)39-20-10-23(42(4)15-20)28(47)37-18-8-21(40(2)13-18)26(45)34-6-7-35-30(32)33/h8-15H,1,6-7H2,2-5H3,(H,34,45)(H,36,44)(H,37,47)(H,38,46)(H,39,48)(H4,32,33,35)

HIDE SMILES / InChI

Molecular Formula	C30H35BrN12O5
Molecular Weight	723.58
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15090736 | https://www.ncbi.nlm.nih.gov/pubmed/24215845 | https://www.ncbi.nlm.nih.gov/pubmed/19950984

Brostallicin is a DNA minor groove binder which has shown very promising preclinical activity against a variety of human tumors both in vitro and in vivo. Brostallicin shows potent in vitro cytotoxic activity against tumor cells with IC50 values in the low nanomolar range, circumvents resistance to alkylating agents and camptothecins. Brostallicin has broad antitumor activity in animal models. A clear therapeutic gain is observed in preclinical models when brostallicin is combined with anticancer agents such as cisplatin, doxorubicin, and taxotere.

Originator

Approval Year

PubMed

Title	Date	PubMed
Brostallicin versus doxorubicin as first-line chemotherapy in patients with advanced or metastatic soft tissue sarcoma: an European Organisation for Research and Treatment of Cancer Soft Tissue and Bone Sarcoma Group randomised phase II and pharmacogenetic study.	2014 Jan	24215845

Patents

Sample Use Guides

In Vivo Use Guide

maximum tolerated doses were: 10 mg/m2 in the q3w; 2.4 mg/m2 /week in the the q1w

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:14:48 GMT 2023` Edited by `admin` on `Fri Dec 15 18:14:48 GMT 2023`
Record UNII	RPC6R41K4I
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BROSTALLICIN

Official Name

English

BROSTALLICIN [MART.]

Common Name

English

BROSTALLICIN [MI]

Common Name

English

brostallicin [INN]

Common Name

English

Brostallicin [WHO-DD]

Common Name

English

N-(5-(((5-(((2-((AMINOIMINOMETHYL)AMINO)ETHYL)AMINO)CARBONYL)-1-METHYL-1H-PYRROL-3-YL)AMINO)CARBONYL)-1-METHYL-1H-PYRROL-3-YL)-4-(((4-((2-BROMO-1-OXO-2-PROPEN-1-YL)AMINO)-1-METHYL-1H-PYRROL-2-YL)CARBONYL)AMINO)-1-METHYL-1H-PYRROLE-2-CARBOXAMIDE

Systematic Name

English

4-(2-BROMOACRYLAMIDO)-N'''-(2-GUANIDINOETHYL)-1,1',1'',1'''-TETRAMETHYL-N,4':N',4'':N'',4'''-QUATER(PYRROLE-2-CARBOXAMIDE)

Common Name

English

Classification Tree Code System Code

EU-Orphan Drug

EU/3/05/336