379228-45-2

Basic information

• Product Name: 5-CHLORO-1,3-BENZODIOXOL-4-AMINE
• Synonyms: 5-CHLORO-1,3-BENZODIOXOL-4-AMINE;5-CHLORO-1,3-BENZODIOXO-4-AMINE;5-Chlorobenzo[1,3]dioxol-4-ylamine;1,3-Benzodioxol-4-aMine, 5-chloro-;5-chloro-2H-1,3-benzodioxol-4-aMine;5-chlorobenzo[d][1,3]dioxol-4-aMine
• CAS NO: 379228-45-2
• Molecular Formula: C₇H₆ClNO₂
• Molecular Weight: 171.58
• Mol File: 379228-45-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 275.1ºC at 760 mmHg
• Flash Point: 120.2ºC
• Appearance: /
• Density: 1.494g/cm3
• Vapor Pressure: 0.00519mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.17±0.20(Predicted)
• CAS DataBase Reference: 5-CHLORO-1,3-BENZODIOXOL-4-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-1,3-BENZODIOXOL-4-AMINE(379228-45-2)
• EPA Substance Registry System: 5-CHLORO-1,3-BENZODIOXOL-4-AMINE(379228-45-2)

Safety Data

• Hazardous Substances Data: 379228-45-2(Hazardous Substances Data)

Usage

Description

5-Chloro-1,3-benzodioxol-4-amine is an organic compound characterized by its chemical structure that features a benzodioxol ring with a chlorine atom at the 5th position and an amine group at the 4th position. 5-CHLORO-1,3-BENZODIOXOL-4-AMINE is known for its reactivity in substitution reactions and has potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
5-Chloro-1,3-benzodioxol-4-amine is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its ability to undergo substitution reactions makes it a valuable building block in the synthesis of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-chloro-1,3-benzodioxol-4-amine serves as a key intermediate for the production of various organic compounds. Its reactivity in substitution reactions allows for the creation of a wide range of derivatives with diverse properties and potential uses.
For example, 5-chloro-1,3-benzodioxol-4-amine was used to prepare chloro(methylthio)thiazolopyridine via a substitution reaction. This demonstrates its utility in the synthesis of complex organic molecules with specific functional groups, which can be further utilized in various applications, such as the development of new drugs or advanced materials.

InChI:InChI=1/C7H6ClNO2/c8-4-1-2-5-7(6(4)9)11-3-10-5/h1-2H,3,9H2

Upstream product

• 379229-83-1 5-chloro-1,3-benzodioxole-4-carboxylic acid 
• 7228-38-8 5-chloro-1,3-benzodioxole 
• 379229-84-2 tert-butyl (5-chloro-1,3-benzodioxol-4-yl)carbamate 

Downstream Products

• 1421917-97-6 C₂₀H₁₈Cl⁽¹⁸⁾FN₄O₄S 
• 1421918-04-8 3-(3-(4-(5-chlorobenzo-[d][1,3]dioxol-4-ylamino)pyrimidin-2-ylamino)phenylsulfonyl)propyl4-methylbenzenesulfonate 
• 1421918-03-7 N₄-(5-chlorobenzo[d][1,3]dioxol-4-yl)-N₂-(3-(3-iodopropylsulfonyl)phenyl)pyrimidine-2,4-diamine 
• 1421918-01-5 C₂₀H₁₈ClFN₄O₄S 
• 1265635-71-9 5-[(5-chloro-1,3-benzodioxol-4-yl)amino]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one 
• 379230-38-3 7-fluoro-N-(5-chloro-1,3-benzodioxol-4-yl)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine 
• 893428-72-3 N-(5-chlorobenzo[d][1,3]dioxol-4-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine difumarate 
• 945395-53-9 N'-(5-chlorobenzo[1,3]dioxol-4-yl)-N'-methyl-N-phenyl-pyrimidine-2,4-diamine 
• 945394-92-3 3-({4-[(5-Chloro-1,3-benzodioxol-4-yl)amino]pyrimidin-2-yl}amino)-N,N-dimethylbenzamide 
• 945396-75-8 3-({4-[(5-Chloro-1,3-benzodioxol-4-yl)amino]pyrimidin-2-yl}amino)benzoyl chloride 
• 945394-90-1 3-({4-[(5-Chloro-1,3-benzodioxol-4-yl)amino]pyrimidin-2-yl}amino)benzoic acid 
• 945393-39-5 N~4~-(5-Chloro-1,3-benzodioxol-4-yl)-N~2~-(3,4,5-trimethoxyphenyl)pyrimidine-2,4-diamine 
• 536740-63-3 tert-butyl 4({7-(benzyloxy)-4-[(5-chloro-1,3-benzodioxol-4-yl)amino]quinazolin-5-yl}oxy)piperidine-1-carboxylate 
• 536740-72-4 7-(benzyloxy)-N-(5-chloro-1,3-benzodioxol-4-yl)-5-[(1-methylpiperidin-4-yl)oxy]quinazolin-4-amine 

Relevant articles and documents

Discovery of a New Class of Anilinoquinazoline Inhibitors with High Affinity and Specificity for the Tyrosine Kinase Domain of c-Src

Deregulated activity of the nonreceptor tyrosine kinase c-Src is believed to result in signal transduction, cytoskeletal and adhesion changes, ultimately promoting a tumor-invasive phenotype. We report here the discovery of a new class of anilinoquinazoline inhibitors with high affinity and specificity for the tyrosine kinase domain of the c-Src enzyme. Special attention was directed toward finding inhibitors selective against KDR tyrosine kinase in order to ensure that the in vivo profile of a specific Src inhibitor could be determined. The 4-aminobenzodioxole quinazoline series gave compounds with excellent potency and selectivity. The most interesting compounds were evaluated in vivo and displayed good pharmacokinetics following oral dosing. Compounds such as the aminobenzodioxoles were shown to be potent inhibitors of tumor growth in a c-Src-transformed 3T3 xenograft model in vivo, resulting in more than 90% growth inhibition at doses as low as 6 mg/kg po once daily. Src tyrosine kinase inhibitors such as these may provide a novel therapeutic modality for targeting cancer invasion and metastasis.

SUBSTITUTED 3-CYANOQUINOLINES AS MEK INHIBITORS

The invention concerns quinoline derivatives of Formula (I) wherein each of Z1, m, R1, n, R3, Z2 and R14 have any of the meanings defined hereinbefore in the description; processes for their preparation, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use as an anti-invasive or anti-proliferative agent in the containment and/or treatment of solid tumour disease.