(+)-Carazolol

Base Information

• Chemical Name: (+)-Carazolol
• CAS No.: 78859-34-4
• Molecular Formula: C18H22 N2 O2
• Molecular Weight: 298.38
• UNII: QWG53K908B
• ChEMBL ID: CHEMBL2375681
• Wikidata: Q27287535
• Mol file: 78859-34-4.mol

Synonyms:(+)-Carazolol;78859-34-4;Carazolol, (R)-;(R)-Carazolol;UNII-QWG53K908B;QWG53K908B;(2R)-1-(9H-carbazol-4-yloxy)-3-(propan-2-ylamino)propan-2-ol;2-Propanol, 1-(9H-carbazol-4-yloxy)-3-((1-methylethyl)amino)-, (2R)-;(R)-Carazolol Hydrochloride;CHEMBL2375681;PD132934;Q27287535;(R)-1-(Carbazol-4-yloxy)-3-(isopropylamino)-2-propanol;(R)-1-(9H-carbazol-4-yloxy)-3-(isopropylamino)propan-2-ol

Chemical Property of (+)-Carazolol

Chemical Property:

• Boiling Point: 531.2 °C at 760 mmHg
• PKA: 13.94±0.20(Predicted)
• Flash Point: 275.1 °C
• PSA: 57.28000
• Density: 1.195 g/cm³
• LogP: 3.44970
• Storage Temp.: 0-6°C
• Water Solubility.: at 25 deg C (mg/L): 8.524
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 298.168127949
• Heavy Atom Count: 22
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

(+)-CARAZOLOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC2=C1C3=CC=CC=C3N2)O
• Isomeric SMILES: CC(C)NC[C@H](COC1=CC=CC2=C1C3=CC=CC=C3N2)O
• Uses: (R)-Carazolol Hydrochloride is a β-adrenoceptor antagonist.

Technology Process of (+)-Carazolol

There total 13 articles about (+)-Carazolol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

isopropylamine (75-31-0) + S-(+)-4-(oxiranylmethoxy)-9H-carbazole (95093-95-1,95093-96-2) → NSC 305336 (78859-34-4)

Guidance literature:

In methanol; at 65 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201604002

Reference yield:

R-(+)-1-(carbazol-4-yloxy)-3-isopropylaminoprop-2-yl-β-D-glucopyranosyduronic acid (123165-96-8) → NSC 305336 (78859-34-4)

Guidance literature:

With β-D-glucuronidase; In water; at 37 ℃; for 72h;

DOI:10.1016/0008-6215(88)84068-0

Reference yield:

carazolol (57775-29-8) → NSC 305336 (78859-34-4) + (S)-Carazolol (78859-33-3)

Guidance literature:

With AmyCoat (150x46 mm, 3 μm size silica particle); In ethanol; n-heptane; diethylamine; at 27 ℃; Resolution of racemate;

DOI:10.1002/chir.20697

upstream raw materials:

R-(+)-1-(carbazol-4-yloxy)-3-isopropylaminoprop-2-yl-β-D-glucopyranosyduronic acid

carazolol

(R,S)-3-N-tert-butoxycarbonylisopropylamino-1-(carbazol-4-yloxy)-2-propanol

methyl <(R,S)-3-N-tert-butoxycarbonylisopropylamino-1-(carbazol-4-yloxy)prop-2-yl-2,3,4-tri-O-acetyl-β-D-glucopyranosid>uronate