219873-06-0

Basic information

• Product Name: 4-Cyano-2-fluorobenzyl alcohol
• Synonyms: Benzonitrile, 3-fluoro-4-(hydroxymethyl)- (9CI);3-Fluoro-4-(hydroxymethyl)benzonitrile;4-Cyano-2-fluorobenzyl alcohol;3-Fluoro-4-(hydroxyMethyl)-benzonitrile[4-cyano--2-fluorobenzyl alcohol;3-Fluoro-4-(hydroxymethyl)benzonitrile99+%;Benzonitrile, 3-fluoro-4-(hydroxymethyl)-
• CAS NO: 219873-06-0
• Molecular Formula: C₈H₆FNO
• Molecular Weight: 151.14
• Product Categories: HALIDE;ALDEHYDE
• Mol File: 219873-06-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 63-68°C
• Boiling Point: 288.8°Cat760mmHg
• Flash Point: 128.5°C
• Appearance: /
• Density: 1.27 g/mL at 25 °C
• Vapor Pressure: 0.00106mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.51±0.10(Predicted)
• CAS DataBase Reference: 4-Cyano-2-fluorobenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyano-2-fluorobenzyl alcohol(219873-06-0)
• EPA Substance Registry System: 4-Cyano-2-fluorobenzyl alcohol(219873-06-0)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• WGK Germany: 1
• Hazardous Substances Data: 219873-06-0(Hazardous Substances Data)

Usage

General Description

4-Cyano-2-fluorobenzyl alcohol is a chemical compound with the molecular formula C8H6FNO and a molecular weight of 149.14 g/mol. It is a colorless or pale yellow liquid at room temperature and pressure. 4-Cyano-2-fluorobenzyl alcohol is commonly used as a building block in organic synthesis, particularly in the pharmaceutical and agrochemical industries. It acts as an intermediate in the production of various pharmaceuticals and agrochemicals with potential biological activities. It is also used as a starting material for the synthesis of other organic compounds. Overall, 4-Cyano-2-fluorobenzyl alcohol has important applications in organic chemistry and drug development.

InChI:InChI=1/C8H6FNO/c9-8-3-6(4-10)1-2-7(8)5-11/h1-3,11H,5H2

Upstream product

• 188582-62-9 4-bromo-2-fluorobenzyl alcohol 
• 164149-28-4 4-cyano-2-fluorobenzoic acid 
• 557-21-1 dicyanozinc 
• 175596-01-7 methyl 4-cyano-2-fluorobenzoate 
• 105942-10-7 3-fluoro-4-formylbenzonitrile 
• 219873-05-9 C₁₀H₈FNO₂ 
• 179232-29-2 methyl 4-bromo-2-fluorobenzoate 
• 64248-62-0 3,4-Difluorobenzonitrile 
• 133059-44-6 4-bromo-3-fluorobenzonitrile 
• 50-00-0 formaldehyd 

Downstream Products

• 368426-24-8 3-fluoro-4-(azidomethyl)benzonitrile 
• 105942-10-7 3-fluoro-4-formylbenzonitrile 
• 1094459-14-9 3-fluoro-N'-hydroxy-4-(hydroxymethyl)benzimidamide 
• 1514888-56-2 1-{2-fluoro-4-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]-benzyl}-3-azetidine carboxylic acid 
• 1000512-15-1 (4-(aminomethyl)-2-fluorophenyl)methanol 

Relevant articles and documents

Preparation method of 4-cyano-2-fluorobenzyl alcohol

The invention discloses a preparation method of 4-cyano-2-fluorobenzyl alcohol, and belongs to the technical field of medical intermediates. 3, 4-difluorobenzonitrile is adopted as a raw material and reacts with potassium bromide in the presence of a phase transfer catalyst, or 3-fluoro-4-bromobenzaldehyde and hydroxylamine are subjected to a dehydration reaction to obtain 3-fluoro-4-bromobenzonitrile, and then the 3-fluoro-4-bromobenzonitrile is subjected to Grignard reagent exchange and reacts with paraformaldehyde to obtain the 4-cyano-2-fluorobenzyl alcohol. The method is safe and stable, the obtained product is easy to purify, and the method has potential industrial amplification prospects.

3-ARYL AND HETEROARYL SUBSTITUTED 5-TRIFLUOROMETHYL OXADIAZOLES AS HISTONE DEACETYLASE 6 (HDAC6) INHIBITORS

The present invention is directed to substituted 5-trifluoromethyl oxadiazole compounds of generic formula (I) or a pharmaceutically acceptable salt thereof. In particular, the invention is directed to a class of aryl and heteroaryl substituted 5-trifluoromethyl oxadiazole compounds of formula I which may be useful as HDAC6 inhibitors for treating cellular proliferative diseases, including cancer, neurodegenerative diseases, such as schizophrenia and stroke, as well as other diseases.

SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINAMIDES AND USE THEREOF

1,6-Naphthyridine or 8-azaquinazoline derivatives (I) are new. 1,6-Naphthyridine or 8-azaquinazoline derivatives of formula (I) are new. D : N or CR 4>; R 4> : H, F, CF 3 or 1-4C alkyl; Ar : 5-R 5>-6-R 6>-2-methyl-4-oxo-4H-1-benzopyran-8-yl; 3-R 6>-4-R 8>-1-naphthyl optionally substituted with 1-3 of R 7>; 7-R 6>-8-R 8>-5-quinolinyl optionally substituted with 1-2 of R 7>; or 2-R 9>-3-R 10>-4-R 8>-5-R 6>-phenyl; R 5> : H, F, Cl, CN, NO 2, CF 3 or 1-4C alkyl; R 6> : H or F; R 7> : halo, 1-4C alkyl, CF 3, 1-4C alkoxy or OCF 3; R 8> : CN or NO 2; R 9> : H or halo; optionally fluorinated 1-4C alkyl, 1-4C alkoxy, 1-4C alkylthio of di(1-4C alkyl)amino; or phenyl optionally substituted with halo, 1-4C alkyl or CF 3; R 10> : H, halo or 1-4C alkyl; R 1> : optionally fluorinated 1-4C alkyl; R 2> : 1-6C alkyl optionally substituted with 3-7C cycloalkyl or F; or SO 2R 11>; R 11> : 1-6C alkyl, CF 3 or 3-7C cycloalkyl; or phenyl or heteroaryl optionally substituted with 1-2 of halo, CN, 1-4C alkyl, CF 3, 1-4C alkoxy and/or OCF 3; R 3> : H, F, CF 3 or 1-4C alkyl. An independent claim is also included for a process for preparing (I). [Image] ACTIVITY : Hypotensive; Cardiant; Hepatotropic; Nephrotropic; Cerebroprotective. MECHANISM OF ACTION : Mineralocorticoid receptor (MR) antagonist. 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2-methyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide had an IC 50 of 35 nM when tested on cells expressing a GAL4-MR chimera.