796600-15-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-4-fluoro-3-methylbenzonitrile is used as a reagent in the synthesis of a novel and potent nonsteroidal androgen receptor modulator (SARM) with partial agonist activity relative to the natural androgen testosterone. This SARM has potential therapeutic applications in treating conditions related to muscle wasting, osteoporosis, and other disorders that can benefit from androgen receptor modulation.

InChI:InChI=1/C8H5ClFN/c1-5-7(10)3-2-6(4-11)8(5)9/h2-3H,1H3

Upstream product

• 203302-92-5 3-bromo-2-chloro-6-fluorotoluene 
• 557-21-1 dicyanozinc 
• 924626-56-2 2-chloro-4-fluoro-3-methylbenzamide 
• 60702-69-4 2-chloro-4-fluorobenzonitrile 
• 74-88-4 methyl iodide 

Downstream Products

• 899821-23-9 ACP-105 
• 914954-60-2 2-chloro-4-(4-hydroxy-2,2-dimethyl-4-pyridin-3-yl-butylamino)-3-methylbenzonitrile 
• 1182367-37-8 (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxypropanoic acid 
• 1182367-29-8 (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxy-3-methylbutanoic acid 
• 1182366-72-8 (2R,3R)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoic acid 
• 1182369-21-6 (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-4-hydroxybutanoic acid 
• 1252051-62-9 (2R,3S)-3-(benzyloxy)-2-(3-chloro-4-cyano-2-methylphenylamino)-4,4,4-trifluorobutanoic acid 
• 1430230-83-3 2-chloro-4-[[(1R,2R)-2-hydroxy-2-methylcyclopentyl]amino]-3-methylbenzonitrile 
• 1430230-84-4 2-chloro-4-[[2-hydroxy-2-methylcyclopentyl]amino]-3-methylbenzonitrile 
• 1430231-24-5 2-chloro-4-[[(1R,2S)-2-hydroxycyclohexyl]amino]-3-methylbenzonitrile 
• 1430231-28-9 2-chloro-4-[[(1S,2R)-2-hydroxycyclohexyl]amino]-3-methylbenzonitrile 
• 1430230-86-6 2-chloro-4-[[(1S,2R)-2-hydroxy-2-methylcyclopentyl]amino]-3-methylbenzonitrile 
• 1430230-87-7 2-chloro-4-[[(1R,2S)-2-hydroxy-2-methylcyclopentyl]amino]-3-methylbenzonitrile 

Relevant academic research and scientific papers

2-Chloro-4-[[(1R,2R)-2-hydroxy-2-methyl-cyclopentyl]amino]-3-methyl-benzonitrile: A Transdermal Selective Androgen Receptor Modulator (SARM) for Muscle Atrophy

A transdermal SARM has a potential to have therapeutic benefit through anabolic activity in muscle while sparing undesired effects of benign prostate hyperplasia (BPH) and liver-mediated decrease in HDL-C. 2-Chloro-4-[(2-hydroxy-2-methyl-cyclopentyl)amino

SELECTIVE ANDROGEN RECEPTOR MODULATORS

The present invention provides novel selective androgen receptor modulators and their salts and pharmaceutical compositions thereof.

Synthesis, structure-activity relationships, and characterization of novel nonsteroidal and selective androgen receptor modulators

Herein we describe the discovery of ACP-105 (1), a novel and potent nonsteroidal selective androgen receptor modulator (SARM) with partial agonist activity relative to the natural androgen testosterone. Compound 1 was developed from a series of compounds found in a HTS screen using the receptor selection and amplification technology (R-SAT). In vivo, 1 improved anabolic parameters in a 2-week chronic study in castrated male rats. In addition to compound 1, a number of potent antiandrogens were discovered from the same series of compounds whereof one compound, 13, had antagonist activity at the AR T877A mutant involved in prostate cancer.

CYCLIC AMINE COMPOUND

A compound represented by the formula (I) or a salt thereof: (I) wherein the ring A represents a 5- to 8-membered ring which may have additional substituent besides R6, R7 and R8; R1 represents an electron-attracting group; R2, R3, R4 and R5 independently represent a hydrogen atom, a halogen atom, a group attached through a carbon atom, a group attached through a nitrogen atom, a group attached through an oxygen group, or a group attached through a sulfur atom; R6 represents a halogen atom, a group attached through a carbon atom, a group attached through a nitrogen atom, a group attached through an oxygen group, or a group attached through a sulfur atom, and R7 represents a cyano group, a nitro group, an acyl group which may have a substituent, a carboxyl group which may be esterified or amidated, or a hydrocarbon group which may have a substituent, or R6 and R7 together with a carbon atom to which they are attached may form a ring which may have a substituent; and R8 represents a hydrogen atom, a halogen atom, a group attached through a carbon atom, a group attached through an oxygen atom, or a group attached through a sulfur atom. The compound or salt has an excellent androgen receptor modulating effect, and is useful for the prevention/treatment of hypogonadism, partial androgen deficiency in aging male, decline in physical strength, cachexia, osteoporosis and the like.

Aminophenyl derivatives as selective androgen receptor modulators

Disclosed herein is a novel class of aminophenyl compounds having the structure: wherein R1 is cyano or nitro and ring A is a bi- or tricyclic bridged heterocycle and to their use as modulators of androgen receptor for the treatment or preventi

SUBSTITUTED N-ARYLPYRROLIDINES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS

The present invention provides a compound of the formula: Formula I or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or excipient; and methods for treating physiological disorders, particularly frailty, osteoporosis, osteopenia, and male and female sexual dysfunction comprising administering to a patient in need thereof an effective amount of a compound of Formula I.

CHEMICAL COMPOUNDS

The present invention provides a compound of a formula (I): wherein the variables are defined herein; to a process for preparing such a compound; and to the use of such a compound in the treatment of a chemokine (such as CCR3) or H1 mediated disease state