Sufrexal

Base Information

• Chemical Name: Sufrexal
• CAS No.: 83846-83-7
• Deprecated CAS: 84001-70-7
• Molecular Formula: C₄H₆O₆*C₂₂H₂₂FN₃O₃
• Molecular Weight: 545.521
• Hs Code.: 29335990
• European Community (EC) Number: 281-062-8
• UNII: 645498QK7H
• DSSTox Substance ID: DTXSID701003945
• NCI Thesaurus Code: C2036
• Wikidata: Q27263700
• Mol file: 83846-83-7.mol

Synonyms:Ketanserin tartrate;83846-83-7;Ketanserin (tartrate);Ketanserin (+)-tartrate salt;Sufrexal;KJK-945;R 49945;KJK 945;Perketan;Serepress;645498QK7H;R-49945;3-(2-(4-(4-fluorobenzoyl)piperidin-1-yl)ethyl)quinazoline-2,4(1H,3H)-dione (2R,3R)-2,3-dihydroxysuccinate;R-41-468;UNII-645498QK7H;R 41468 (+)-tartrate salt;Sufrexal (TN);EINECS 281-062-8;Ketanserin tartrate salt;Prestwick3_000392;BSPBio_000603;BPBio1_000665;KJK945;SCHEMBL4142325;KETANSERIN TARTRATE [MI];KETANSERIN TARTRATE [JAN];CHEBI:183637;DTXSID701003945;KETANSERIN TARTRATE [MART.];HY-10562A;KETANSERIN TARTRATE [WHO-DD];MFCD00084651;MFCD11864992;AKOS025312550;AC-1264;CCG-213394;CS-6081;NSC 758959;3-(2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl)-2,4(1H,3H)-quinazolinedione (+)-tartrate salt;AS-14106;D08099;Ketanserin (+)-tartrate salt, >=97%, solid;R49945;Q27263700;3-(2-(4-(4-FLUOROBENZOYL)PIPERIDINO)ETHYL)QUINAZOLINE-2,4(1H,3H)-DIONE L-TARTRATE;3-(2-(4-(4-FLUOROBENZOYL)PIPERIDINO)ETHYL)QUINAZOLINE-2,4(1H,3H)-DIONE TARTRATE;(2R,3R)-2,3-dihydroxybutanedioic acid - 3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}quinazoline-2,4(1H,3H)-dione;(2R,3R)-2,3-Dihydroxybutanedioic acid;3-(2-{4-[(4-fluorophenyl)carbonyl]piperidin-1-yl}ethyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione;2,4(1H,3H)-QUINAZOLINEDIONE, 3-(2-(4-(4-FLUOROBENZOYL)-1-PIPERIDINYL)ETHYL)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (1:1);2,4(1H,3H)-Quinazolinedione, 3-(2-(4-(4-fluorobenzoyl)-1-piperidinyl)ethyl)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1);3-(2-(4-(4-Fluorobenzoyl)piperidino)ethyl)quinazoline-2,4(1H,3H)-dione (R-(R*,R*))-tartrate;3-[2-[4-(4-fluorobenzoyl)-1-piperidinyl]ethyl]-2,4(1H,3H)-quinazolinedione (2R,3R)-2,3-dihydroxybutanedioate

Chemical Property of Sufrexal

Chemical Property:

• Appearance/Colour: UN 2811 6.1/PG 3
• Melting Point: 183～186℃
• Boiling Point: 780.4 °C at 760 mmHg
• Flash Point: 425.8 °C
• PSA: 190.23000
• LogP: 0.23910
• Storage Temp.: 2-8°C
• Solubility.: ethanol: 3.3mg/mL
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 8
• Exact Mass: 545.18095764
• Heavy Atom Count: 39
• Complexity: 761

Purity/Quality:

99% ^*data from raw suppliers

Ketanserin tartrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CCC1C(=O)C2=CC=C(C=C2)F)CCN3C(=O)C4=CC=CC=C4NC3=O.C(C(C(=O)O)O)(C(=O)O)O
• Isomeric SMILES: C1CN(CCC1C(=O)C2=CC=C(C=C2)F)CCN3C(=O)C4=CC=CC=C4NC3=O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Description: Ketanserin is a potent antagonist of the serotonin (5-HT) receptor that is selective for 5-HT2 (IC50 = 6.3 nM; Ki = 2.1 nM). It has no activity at 5-HT1 receptors but does have activity at histamine type 1, α1-adrenergic, and dopamine receptors with Ki values of 10, 10, and 220 nM, respectively. Ketanserin induces dose-dependent inhibition of contractile responses to 5-HT in isolated rat caudal artery, canine basilar, carotid, coronary and gastrosplenic arteries, and canine gastrosplenic and saphenous veins. Ketanserin (10 mg/kg/day) significantly decreases blood pressure (BP), blood pressure variability (BPV), and hypertensive organ damage in spontaneously hypertensive rats. Formulations containing ketanserin have been used to treat hypertension in early-onset preeclampsia.
• Uses: Selective 5-HT2A serotonin receptor antagonist

Technology Process of Sufrexal

There total 6 articles about Sufrexal 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: 100.0%

ketanserine (74050-98-9) + tartaric acid (87-69-4,138508-61-9) → ketanserin tartrate (83846-83-7,97987-92-3,121322-28-9,129046-76-0)

Guidance literature:

In ethanol;

DOI:10.1002/jhet.1897

Reference yield:

4-(4-fluorobenzoyl)piperidine hydrochloride (25519-78-2) → ketanserin tartrate (83846-83-7,97987-92-3,121322-28-9,129046-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / methanol / 4 h / 20 °C

2: neat (no solvent) / 110 °C

3: ethanol

With sodium carbonate; In methanol; ethanol;

DOI:10.1002/jhet.1897

Reference yield:

2-ethoxycarbonylaniline (87-25-2) → ketanserin tartrate (83846-83-7,97987-92-3,121322-28-9,129046-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: chloroform / 0.5 h / 50 °C

1.2: 4 h / 150 °C

2.1: sodium carbonate / butanone / 24 h / Reflux

3.1: ethanol

With sodium carbonate; In ethanol; chloroform; butanone;

DOI:10.1002/jhet.1897

upstream raw materials:

2,4-Dioxo-3-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinazoline

(4-fluorophenyl)-piperidin-4-ylmethanone

3-(2-chloroethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline

ketanserine