Doxazosin, (S)-

Base Information

• Chemical Name: Doxazosin, (S)-
• CAS No.: 104874-86-4
• Molecular Formula: C₂₃H₂₅N₅O₅
• Molecular Weight: 451.482
• UNII: V916PA1IQJ
• Nikkaji Number: J3.544.771G
• ChEMBL ID: CHEMBL1624221
• Mol file: 104874-86-4.mol

Synonyms:Doxazosin, (S)-;s-doxazosin;104874-86-4;V916PA1IQJ;[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methanone;(4-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl)((2S)-2,3-dihydro-1,4-benzodioxin-2-yl)methanone;(S)-(4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone;Methanone, (4-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl)((2S)-2,3-dihydro-1,4-benzodioxin-2-yl)-;Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(((2S)-2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl)-;Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-((2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl)-, (S)-;(+)-(S)-Doxazosin;UNII-V916PA1IQJ;BIDD:GT0745;(S)-(+)-DOXAZOSIN;SCHEMBL1648487;CHEMBL1624221;PD070289;J3.544.771G;EN300-24137920;2-{4-[(2S)-2,3-dihydro-1,4-benzodioxine-2-carbonyl]piperazin-1-yl}-6,7-dimethoxyquinazolin-4-amine

Chemical Property of Doxazosin, (S)-

Chemical Property:

• PSA: 112.27000
• LogP: 2.30190
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 451.18556891
• Heavy Atom Count: 33
• Complexity: 678

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

(S)-(+)-Doxazosin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4COC5=CC=CC=C5O4)N)OC
• Isomeric SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)[C@@H]4COC5=CC=CC=C5O4)N)OC
• Uses: (S)-(+)-Doxazosin is an Isomer of Doxazosin Mesylate (D537500) a selective α1-adrenoceptor antagonist. Doxazosin relaxes smooth muscles of the prostate.

Technology Process of Doxazosin, (S)-

There total 40 articles about Doxazosin, (S)- 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: 99.2%

→ doxazosin (74191-85-8,104874-86-4,70918-17-1)

Guidance literature:

Reference yield: 95.0%

(+)-Doxazosin hydrochloride (105314-71-4) → (S)-doxazosin (104874-86-4,70918-17-1)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(01)00368-8

Reference yield: 88.0%

2-chloro-6,7-dimethoxyquinazolin-4-amine (23680-84-4) + (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone (70918-00-2) → doxazosin (74191-85-8,104874-86-4,70918-17-1)

Guidance literature:

In butan-1-ol; Reflux;

upstream raw materials:

2-chloro-6,7-dimethoxyquinazolin-4-amine

(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

benzene-1,2-diol

Downstream raw materials:

doxazosin mesylate

doxazosin mesylate