42864-99-3

Basic information

• Product Name: 2-(3-CHLORO-2-HYDROXY-PROPOXY)-BENZONITRILE
• Synonyms: 2-(3-CHLORO-2-HYDROXY-PROPOXY)-BENZONITRILE
• CAS NO: 42864-99-3
• Molecular Formula: C₁₀H₁₀ClNO₂
• Molecular Weight: 211.6449
• Mol File: 42864-99-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3-CHLORO-2-HYDROXY-PROPOXY)-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLORO-2-HYDROXY-PROPOXY)-BENZONITRILE(42864-99-3)
• EPA Substance Registry System: 2-(3-CHLORO-2-HYDROXY-PROPOXY)-BENZONITRILE(42864-99-3)

Safety Data

• Hazardous Substances Data: 42864-99-3(Hazardous Substances Data)

Usage

Molecular weight

203.63 g/mol The mass of one mole of 2-(3-chloro-2-hydroxy-propoxy)-benzonitrile is 203.63 grams.

Physical state

White solid This compound appears as a white solid in its pure form.

Benzoyl nitrile derivative

A derivative of benzoyl nitrile The structure of this compound is derived from benzoyl nitrile, with modifications to its side groups.

Chlorine atom

Attached to the benzene ring A chlorine atom is present in the compound and is bonded to the benzene ring.

Hydroxypropoxy group

Attached to the benzene ring A hydroxypropoxy group is also present and bonded to the benzene ring.

Uses

Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds This compound is commonly used as a building block in the creation of various chemical products, including medications and agricultural chemicals.

Reactivity

Versatile building block The properties and reactivity of this compound make it suitable for the development of new chemical substances.

Handling precautions

Potential adverse effects on human health and the environment This compound should be managed with care to avoid negative impacts on people and the environment.

Upstream product

• 611-20-1 salicylonitrile 
• 106-89-8 epichlorohydrin 
• 38465-16-6 1,2-epoxy-3-(2-cyanophenyl)propane 

Downstream Products

• 34915-68-9 bunitrolol 
• 46905-83-3 (R)-1-(2-cyanophenoxy)-2-hydroxy-3-tert-butylamino-propane 
• 46905-83-3 (S)-1-(2-cyanophenoxy)-2-hydroxy-3-tert-butylamino-propane 
• 77216-32-1 2-[2-hydroxy-3-[[2-(5-methoxy-1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy]benzonitrile 
• 72742-82-6 2-[2-hydroxy-3-[[2-(2-methyl-1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy]benzonitrile 
• 71119-11-4 bucindolol 
• 38465-16-6 1,2-epoxy-3-(2-cyanophenyl)propane 

Relevant articles and documents

Efficient chemoenzymatic synthesis of (RS)-, (R)-, and (S)-bunitrolol

A new chemical and the first chemoenzymatic synthesis of β-adrenergic receptor blocking agent bunitrolol is reported in racemic (RS) and enantioenriched forms (R and S). The intermediates (R)- and (S)-1-chloro-3-(2- cyanophenoxy)propan-2-ol intermediates were synthesized from the corresponding racemic alcohol through enzymatic kinetic resolution. The commercial available lipases PS-C and CCL exhibited complementary enantioselectivity during transesterification of the racemic alcohol with vinyl acetate affording the (R)-alcohol along with (S)-acetate and the (S)-alcohol along with (R)-acetate, respectively, and represent an example of enzymatic switch for reversal of enantioselectivity. The effects of various reaction parameters, such as temperature, time, substrate and enzyme concentration, and reaction medium, on the activity and enantioselectivity were optimized. The (R)- and (S)-alcohols were converted into (S)-and and (R)-bunitrolol, respectively, by treatment with tert-butylamine. The (R)- and (S)-acetates, obtained enzymatically were deacetylated to the corresponding alcohol by chemical hydrolysis and further converted into (S)-and and (R)-bunitrolol by chemical means. This is the first chemoenzymatic synthesis of both of the enantiomers of the drug. (RS)-, (R)-, and (S)-Bunitrolol were also synthesized following the 'all chemical' routes from (RS)-, (R)-, and (S)-epichlorohydrin via the corresponding (RS)-, (S)-, and (R)-2-cyanoglycidyl ether and the (RS)-, (R)-, and (S)-1-chloro-3-(2- cyanophenoxy)propan-2-ol intermediates with improved overall yields and better enantiomeric excesses compared to the reported processes.

Antihypertensive indole derivatives of phenoxypropanolamines with β-adrenergic receptor antagonist and vasodilating activity

A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl[i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), β-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with β-adrenergic receptor antagonist and vasodilating action. The structure-activity relationships in these tests are discussed.