401567-10-0

Basic information

• Product Name: 4-Fluoro-n1-methylbenzene-1,2-diamine
• Synonyms: 4-Fluoro-n1-methylbenzene-1,2-diamine;4-Fluoro-1-N-methyl-1,2-benzenediamine
• CAS NO: 401567-10-0
• Molecular Formula: C₇H₉FN₂
• Molecular Weight: 140.16
• Mol File: 401567-10-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 249.056 °C at 760 mmHg
• Flash Point: 104.426 °C
• Appearance: /
• Density: 1.215 g/cm³
• PKA: 5.54±0.11(Predicted)
• CAS DataBase Reference: 4-Fluoro-n1-methylbenzene-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-n1-methylbenzene-1,2-diamine(401567-10-0)
• EPA Substance Registry System: 4-Fluoro-n1-methylbenzene-1,2-diamine(401567-10-0)

Safety Data

• Hazardous Substances Data: 401567-10-0(Hazardous Substances Data)

Usage

General Description

4-Fluoro-n1-methylbenzene-1,2-diamine is a chemical compound with the molecular formula C7H10FN3. It is a derivative of benzene-1,2-diamine, containing a fluorine atom and a methyl group attached to the nitrogen atom. 4-Fluoro-n1-methylbenzene-1,2-diamine is commonly used in the synthesis of various pharmaceuticals and organic compounds. It is also utilized in the production of dyes, pigments, and other industrial applications. Its chemical structure and properties make it a versatile building block for the creation of diverse chemical compounds, and it is important in the field of organic chemistry for these reasons.

Upstream product

• 704-05-2 (4-fluoro-2-nitrophenyl)-(methyl)amine 
• 362670-06-2 (5-fluoro-2-nitrophenyl)carbamic acid tert-butyl ester 
• 362670-07-3 (2-amino-5-fluorophenyl)carbamic acid tert-butyl ester 
• 372-19-0 meta-fluoroaniline 
• 131780-97-7 (4-Fluoro-2-nitro-phenyl)-methyl-amine 
• 364-74-9 1,4-difluoro-2-nitrobenzene 

Downstream Products

• 401567-11-1 5-fluoro-1-methyl-1,3-dihydro-2H-benzo[d]imidazole-2-one 
• 401567-12-2 2-chloro-5-fluoro-1-methyl-1H-benzimidazole 
• 1365271-95-9 5-fluoro-1-methyl-1H-benzo[d]imidazole 

Relevant articles and documents

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

From methylene bridged diindole to carbonyl linked benzimidazoleindole: Development of potent and metabolically stable PCSK9 modulators

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a recently validated therapeutic target for lowering low-density lipoprotein cholesterol (LDL-C). Through phenotypic screening, we previously discovered a class of small-molecules with a 2,3′-diindolymethane (DIM) skeleton that can decrease the expression of PCSK9. But these compounds have low potency and low metabolically stability. After performing structure-activity relationship (SAR) optimization by nitrogen scan, deuterium substitution and fluorine scan, we identified a series of much more potent and metabolically stable PCSK9 modulators. A preliminary in vivo pharmacokinetic study was performed for representative analogues difluorodiindolyketone (DFDIK) 12 and difluorobenzoimidazolylindolylketone (DFBIIK-1) 13. The in vitro metabolic stability correlate well with the in vivo data. The most potent compound 21 has the EC50 of 0.15 nM. Our SAR studies also indicated that the NH on the indole ring of 21 can tolerate more function groups, which may facilitate the mechanism of action studies and also allow further improvement of the pharmacological properties.

1,3,4-OXADIAZOLE DERIVATIVE COMPOUNDS AS HISTONE DEACETYLASE 6 INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to 1,3,4-oxadiazole derivative compounds having a histone deacetylase 6 (HDAC6) inhibitory activity, stereoisomers thereof or pharmaceutically acceptable salts thereof, a use thereof in preparation of a medicament, a pharmaceutical composition comprising the same, a therapeutic method using the composition, and a method for preparing the same, and the 1,3,4-oxadiazole derivative compounds are represented by a following chemical formula (I).