78859-34-4

Basic information

• Product Name: (+)-CARAZOLOL
• Synonyms: (R)-4-(2-HYDROXY-3-ISOPROPYLAMINO-PROPOXY)-CARBAZOLE;(R)-1-(CARBAZOL-4-YLOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL;(R,S)-CARAZOLOL;(R)-CARAZOLOL;CARVEDIOL;1-(CARBAZOL-4-YLOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL;2-PROPANOL, 1-(9H-CARBAZOL-4-YLOXY)-3-[(1-METHYLETHYL)AMINO]-;2-PROPANOL, 1-(9H-CARBAZOL-4-YLOXY)-3-[(1-METHYLETHYL)AMINO], (2R)
• CAS NO: 78859-34-4
• Molecular Formula: C18H22N2O2
• Molecular Weight: 298.38
• EINECS: 260-945-1
• Mol File: 78859-34-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 531.2 °C at 760 mmHg
• Flash Point: 275.1 °C
• Appearance: /
• Density: 1.195 g/cm³
• Storage Temp.: 0-6°C
• PKA: 13.94±0.20(Predicted)
• Water Solubility: at 25 deg C (mg/L): 8.524
• CAS DataBase Reference: (+)-CARAZOLOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-CARAZOLOL(78859-34-4)
• EPA Substance Registry System: (+)-CARAZOLOL(78859-34-4)

Safety Data

• Hazardous Substances Data: 78859-34-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish solid

Uses

(R)-Carazolol Hydrochloride is a β-adrenoceptor antagonist.

Upstream product

• 591-20-8 3-Bromophenol 
• 75-31-0 isopropylamine 
• 95093-95-1 S-(+)-4-(oxiranylmethoxy)-9H-carbazole 
• 52602-39-8 9H-carbazol-4-ol 
• 57775-29-8 carazolol 
• 117374-82-0 methyl uronate 
• 117374-83-1 methyl uronate 
• 117374-80-8 methyl <(R,S)-3-N-tert-butoxycarbonylisopropylamino-1-(carbazol-4-yloxy)prop-2-yl-2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate 
• 117374-78-4 (R,S)-3-N-tert-butoxycarbonylisopropylamino-1-(carbazol-4-yloxy)-2-propanol 
• 123165-96-8 R-(+)-1-(carbazol-4-yloxy)-3-isopropylaminoprop-2-yl-β-D-glucopyranosyduronic acid 

Relevant articles and documents

Synthesis of Glycoborine, Glybomine A and B, the Phytoalexin Carbalexin A and the β-Adrenoreceptor Antagonists Carazolol and Carvedilol

We describe a regioselective synthesis of 4- or 5-substituted carbazoles by oxidative cyclisation of meta-oxygen-substituted N-phenylanilines. Using the regiodirecting effect of a pivaloyloxy group, we prepared 4-hydroxycarbazole, a precursor for the enantiospecific synthesis of the β-adrenoreceptor antagonists (?)-(S)-carazolol (5) and (?)-(S)-carvedilol (6). Regioselective palladium(II)-catalysed cyclisation of different diarylamines led to total synthesis of glycoborine (7) and the first total syntheses of the phytoalexin carbalexin A (8), glybomine A (9) and glybomine B (10). For glybomine B (10), a 5-hydroxycarbazole was converted into the corresponding triflate and utilized for introduction of a prenyl substituent.

Chiral separations of some β-adrenergic agonists and antagonists on AmyCoat column by HPLC

Sixteen β-adrenergic antagonists namely acebutalol, alprenolol, atenolol, bisoprolol, bopindolol, bufurolol, carazolol, celiprolol, indenolol, metaprolol, nebivolol, oxprenolol, practolol, propranolol, tertalol, and timolol, and two β-adrenergic agonists namely cimeterol and clenbuterol were resolved on AmyCoat (150 x 46 mm, 3 μm size of silica particle) by using (85:15:0.1, v/v/v), (90:10:0.1, v/v/v), and (95:05:0.1, v/v/v) combinations of η-heptane, ethanol, and diethylamine solvents, respectively. The flow rates used were 0.5, 1.0, 2.0, and 3.0 ml/min with detection at 225 nm. The values of capacity, separation, and resolution factors ranged from 0.38 to 19.70, 1.08-2.33, and 1.0 and 4.50, respectively. The maximum and minimum resolutions were achieved for celiprolol and bufurolol, respectively. The chiral recognition mechanisms were also discussed. The values of validation parameters were calculated.