196612-93-8

Basic information

• Product Name: BIBX 1382 DIHYDROCHLORIDE
• Synonyms: N8-(3-CHLORO-4-FLUOROPHENYL)-N2-(1-METHYL-4-PIPERIDINYL)-PYRIMIDO[5,4-D]PYRIMIDINE-2,8-DIAMINE DIHYDROCHLORIDE;BIBX 1382 DIHYDROCHLORIDE;8-(3-Chloro-4-fluoroanilino)-2-((1-methyl-4-piperidyl)amino)pyrimido(5,4-D)pyrimidine;Falnidamol;Falnidamol [inn];Pyrimido(5,4-D)pyrimidine-2,8-diamine, N8-(3-chloro-4-fluorophenyl)-N2-(1-methyl-4-piperidinyl)-;Unii-0mu316797d;N8-(3-Chloro-4-fluorophenyl)-N2-(1-methyl-4-piperidinyl)-pyrimido[5,4-d]pyrimidine-2,8-diaminedihydrochloride
• CAS NO: 196612-93-8
• Molecular Formula: C18H21Cl3FN7
• Molecular Weight: 460.7636432
• Mol File: 196612-93-8.mol

Chemical Properties

• Boiling Point: 594°Cat760mmHg
• Flash Point: 313.1°C
• Appearance: /
• Density: 1.427
• Vapor Pressure: 3.15E-12mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: Desiccate at +4°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8?+-.0.10(Predicted)
• CAS DataBase Reference: BIBX 1382 DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIBX 1382 DIHYDROCHLORIDE(196612-93-8)
• EPA Substance Registry System: BIBX 1382 DIHYDROCHLORIDE(196612-93-8)

Safety Data

• Hazardous Substances Data: 196612-93-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BIBX 1382 Dihydrochloride is used as an EGFR tyrosine kinase inhibitor for its potential therapeutic effects in treating various types of cancer. Its high potency and selectivity make it a promising candidate for targeted cancer therapy.
Used in Cancer Research:
BIBX 1382 Dihydrochloride is used as a research tool for studying the role of EGFR in cancer cell growth and proliferation. Its ability to selectively inhibit EGFR tyrosine kinase activity allows researchers to investigate the underlying mechanisms of EGFR-mediated signaling pathways in cancer development and progression.
Used in Drug Development:
BIBX 1382 Dihydrochloride is used as a lead compound in the development of new drugs targeting EGFR-dependent cancers. Its potent inhibitory activity against EGFR tyrosine kinase makes it a valuable starting point for the design and optimization of novel therapeutic agents with improved efficacy and selectivity.

Biological Activity

Potent, selective inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase (IC 50 = 3 nM). Displays > 1000-fold lower potency against ErbB2 (IC 50 = 3.4 μ M) and a range of other related tyrosine kinases (IC 50 > 10 μ M). Oral administration inhibits growth of established human xenografts in athymic mice.

references

1. f. f. solca, a. baum, e. langkopf, g. dahmann, k. h. heider, f. himmelsbach and j. c. van meel, j pharmacol exp ther 2004, 311, 502-509.

InChI:InChI=1/C18H19ClFN7/c1-27-6-4-11(5-7-27)25-18-21-9-15-16(26-18)17(23-10-22-15)24-12-2-3-14(20)13(19)8-12/h2-3,8-11H,4-7H2,1H3,(H,21,25,26)(H,22,23,24)

Upstream product

• 463965-27-7 1-[6-chloro-8-(3-chloro-4-fluorophenylamino)-2-(1-methylpiperidin-4-ylamino)-4H-pyrimido[5,4-d]pyrimidin-3-yl]ethanone 

Relevant articles and documents

Process for preparing 4,6-diaminopyrimido[5,4-d]pyrimidines

A process for preparing 4,6-diaminopyrimido[5,4-d]pyrimidines of formula I, wherein R1 denotes a hydrogen atom or a C1-C6 alkyl group, R2 denotes an optionally substituted C6-C10 aryl group

Pyrimido[5,4]-dipyrimidines, pharmaceuticals containing them, their use and processes for the preparation thereof

Pyrimido[5,4-d]pyrimidines of the general formula [Figure] which have an inhibitory effect on signal transduction mediated by tyrosine kinases, their use for the treatment of disorders, in particular of oncoses, and their preparation. Exemplary compounds are: 4-[(3-Chloro-4-fluorophenyl)amino]-6-[1-methyl-4-piperidinylamino]pyrimido[5,4-d]pyrimidine, and 4-[(3-Chloro-4-fluorophenyl)amino]-6-[trans-4-dimethyl-aminocycohexylamino]pyrimido[5,4-d]pyrimidine.