83846-83-7 Usage
Uses
Used in Pharmaceutical Industry:
Ketanserin tartrate is used as a selective 5-HT2A serotonin receptor antagonist for the treatment of hypertension and early-onset preeclampsia. Its high selectivity for the 5-HT2 receptor subtype allows for targeted intervention in conditions involving serotonin-mediated pathways, leading to effective management of blood pressure and associated complications.
Used in Cardiovascular Research:
In the field of cardiovascular research, ketanserin tartrate is utilized as a research tool to study the role of serotonin receptors, particularly the 5-HT2 subtype, in various cardiovascular conditions. Its ability to induce dose-dependent inhibition of contractile responses to 5-HT in isolated arteries and veins makes it a valuable compound for investigating the mechanisms underlying serotonin's effects on vascular function and blood pressure regulation.
Used in Drug Development:
Ketanserin tartrate serves as a lead compound in the development of new drugs targeting the serotonin receptor system. Its high affinity and selectivity for the 5-HT2 receptor, along with its established pharmacological profile, provide a solid foundation for the design and synthesis of novel therapeutic agents aimed at treating a range of cardiovascular and other serotonin-related disorders.
Biological Activity
Selective 5-HT 2A serotonin receptor antagonist; can also be used to discriminate between 5-HT 1D and 5-HT 1B receptor subtypes.
Biochem/physiol Actions
Selective 5-HT2 serotonin receptor antagonist. Ketanserin significantly reduces nicotine self-administration in rats, supporting an unexpected involvement of serotonin in nicotine addiction.
Check Digit Verification of cas no
The CAS Registry Mumber 83846-83-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,8,4 and 6 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 83846-83:
(7*8)+(6*3)+(5*8)+(4*4)+(3*6)+(2*8)+(1*3)=167
167 % 10 = 7
So 83846-83-7 is a valid CAS Registry Number.
InChI:InChI=1/C22H22FN3O3.C4H6O6/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29;5-1(3(7)8)2(6)4(9)10/h1-8,16H,9-14H2,(H,24,29);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2+
83846-83-7Relevant academic research and scientific papers
Reinvestigation of the synthesis of ketanserin (5) and its hydrochloride salt (5.HCl) via 3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione (2) or dihydro-5H-oxazole(2,3-b)quinazolin-5-one (1)
Fakhraian, Hossein,Heydary, Mehdi
, p. 151 - 156 (2014/02/14)
The synthesis of ketanserin (5) and its hydrochloride salt (5.HCl) using respectively equimolar amounts of 3-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione (2) with 4-(parafluorobenzoyl)piperidine (3) and dihydro-5H-oxazole(2,3-b) quinazolin-5-one (1) with hydrochloride salt of 4-(parafluorobenzoyl)piperidine (3.HCl) is reinvestigated. The one-pot reaction of ethyl-2-aminobenzoate with ethyl chloroformate and ethanol amine has afforded 3-(2-chloroethyl)-2,4-(1H,3H) -quinazolinedione (2) (86%) that was then refluxed with 4-(parafluorobenzoyl) piperidine (3) in ethyl methyl ketone in the presence of sodium carbonate to obtain free base of ketanserin (87%). In another attempt, a very pure hydrochloride salt of ketanserin (5.HCl) was synthesized using equimolar amounts of dihydro-5H-oxazole(2,3-b)quinazolin-5-one (1) and hydrochloride salt of 4-(parafluorobenzoyl)piperidine (3.HCl) by a solvent-less fusion method. Thus, under optimized conditions, 180°C and a reaction time of 30 min, the powder mixture was transformed into glassy crystals that were initially readily soluble in chloroform but were transformed afterwards over time (2 h) to white precipitates (5.HCl) suspended in chloroform with a yield of 72%.
