135159-51-2 Usage
Description
Different sources of media describe the Description of 135159-51-2 differently. You can refer to the following data:
1. Sarpogrelate hydrochloride, a potent and selective serotonin 5-HT2 receptor
antagonist, was launched in Japan as an antithrombotic. It exhibits inhibition of ex vivo
platelet aggregation stimulated by serotonin in combination with collagen and suppression of
blood vessel constriction mediated by 5-HT2 in vitro. Its antithrombotic effects have been
demonstrated in several in vivo experimental models including reduction of the mortality rate in
acute pulmonary thromboembolic disease, arterial thrombosis, and peripheral obstructive
disease. Sarpogrelate has been shown to be especially useful as an antiplatelet agent for
patients with Type 2 diabetes mellitus, in whom 5-HT2mediated amplification of collageninduced
platelet aggregation is significantly increased.
2. Sarpogrelate is a selective antagonist of the serotonin (5-HT) receptor subtypes 5-HT2A, 5-HT2B, and 5-HT2C (Kis = 3.02, 269, and 37.2 nM, respectively, for human recombinant receptors expressed in CHO-K1 cells). It is selective for 5-HT2 (Ki = 70.8 nM) over 5-HT1 (Ki = >26,000 nM), α1-, α2-, and β-adrenergic (Kis = 640-123,800 nM), and muscarinic receptors (Ki = >40,000 nM). In vitro, it inhibits aggregation of rat whole blood induced by collagen, 5-HT with collagen, and 5-HT with ADP (; IC50s = 57.7, 0.56, and 22.7 μM, respectively). In vivo, it inhibits leukocyte-endothelial interactions in the femoral artery induced by a high-fat high-fructose diet (HFFD) in mice when administered at a dose of 5 mg/kg per day. Sarpogrelate (5 mg/kg per day) decreases ventricular hypertrophy and infarct size in a rat model of myocardial infarction.
Chemical Properties
White Solid
Originator
Mitsubishi Kasei (Japan
)
Uses
Sarpogrelate hydrochloride is a potent and selective 5-HT2A receptor antagonist
ress-induced hemolysis.
Brand name
Anplag
Biological Activity
Selective 5-HT 2A receptor antagonist (pK i values are 8.52, 7.43 and 6.57 for 5-HT 2A , 5-HT 2C and 5-HT 2B receptors respectively). Displays selectivity over 5-HT 1 , 5-HT 3 , 5-HT 4 H 1 , H 2 , M 3 , α 1 -adrenergic, α 2 -adrenergic and β -adrenergic receptors. Displays cardioprotective activity in vivo .
in vitro
the major metabolite (r,s)-m-1, and m-1 enantiomers of sarpogrelate specifically blocked 5-ht at 5-ht2a receptors. the stereochemical configuration of the ligands does not obviously play a key role at binding to the 5-ht2a receptor [2].
in vivo
pad patients were divided into two groups. one group treated with 100 mg sarpogrelate in oral 3 times one day for 12 weeks (n = 10), while the other group who remained on conventional therapy as control group (n = 11). forearm blood flow (fbf) and leg blood flow (lbf) responses to reactive hyperemia (rh) and sublingual administration of nitroglycerin (ntg) were measured by strain-gauge plethysmography. after twelve weeks of its administration, fbf and lbf responses during rh exhibited significant increases from 13.2 6 1.7 to 18.1 6 2.2 ml/min every 100 ml tissue (p , 0.01) and from 8.2 6 0.9 to 14.2 6 2.1 ml/min every 100 ml tissue (p , 0.05), respectively. augmentation of fbf and lbf induced by sarpogrelate responses to rh was maintained at 24 weeks. the control group had no change observed in at each follow-up time point. the changes in fbf and lbf after sublingual ntg were similar during follow-up periods in the two groups. these findings suggest that longterm oral administration of sarpogrelate improves vascular function in patients with pad [3].
references
[1] nishio h1, inoue a, nakata y. binding affinity of sarpogrelate, a new antiplatelet agent, and its metabolite for serotonin receptor subtypes. arch int pharmacodyn ther. 1996 mar-apr;331(2):189-202.[2] pertz h1, elz s. in-vitro pharmacology of sarpogrelate and the enantiomers of its major metabolite: 5-ht2a receptor specificity, stereoselectivity and modulation of ritanserin-induced depression of 5-ht contractions in rat tail artery. j pharm pharmacol. 1995 apr;47(4):310-6.[3] miyazaki m1, higashi y, goto c, chayama k, yoshizumi m, sanada h, orihashi k, sueda t. sarpogrelate hydrochloride, a selective 5-ht2a antagonist, improves vascular function in patients with peripheral arterial disease. j cardiovasc pharmacol. 2007 apr;49(4):221-7.
Check Digit Verification of cas no
The CAS Registry Mumber 135159-51-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,5,1,5 and 9 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 135159-51:
(8*1)+(7*3)+(6*5)+(5*1)+(4*5)+(3*9)+(2*5)+(1*1)=122
122 % 10 = 2
So 135159-51-2 is a valid CAS Registry Number.
InChI:InChI=1/C24H31NO6.ClH/c1-25(2)16-21(31-24(28)14-13-23(26)27)17-30-22-10-5-4-8-19(22)12-11-18-7-6-9-20(15-18)29-3;/h4-10,15,21H,11-14,16-17H2,1-3H3,(H,26,27);1H
135159-51-2Relevant articles and documents
METHODS FOR PREPARING SARPOGRELATE HYDROCHLORIDE AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME
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Paragraph 0084; 0086-0090; 0158, (2020/10/20)
The present invention provides hydrochloride salt hydrochloride. More specifically, the present invention relates to a method for preparing a hydrochloride salt having high purity and less toxicity in the body, and a pharmaceutical formulation comprising the same. The present invention relates to a hydrochloride and a pharmaceutical composition containing the same, and to a pharmaceutical composition containing the same, and a pharmaceutical composition containing the same, and a pharmaceutical composition containing the same. (by machine translation)
Process for preparing sand Greythe ester is new hydrochloric acid
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Paragraph 0019; 0023; 0027, (2018/07/10)
The present invention discloses a preparation method of sarpogrelate hydrochloride. According to the preparation method, 2-[2-(3-methoxyphenyl)ethyl]phenol is adopted as a starting reactant, benzyl triethylammonium chloride is adopted as a phase transfer catalyst, the starting reactant, the phase transfer catalyst and epichlorohydrin form an ether in toluene and water, dimethylamine is adopted to carry out aminolysis in a pressurization reactor after the ether is formed to obtain 1-dimethylamino-3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]-2-propanol, the 1-dimethylamino-3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]-2-propanol and succinic anhydride are subjected to esterification in acetone, hydrogen chloride gas is directly introduced without recovery and replacement of the solvent to form a hydrochloride, and re-crystallization with acetone is performed to obtain the sarpogrelate hydrochloride refined product, wherein the purity is more than 99%.
Pharmaceutically active (3-aminopropoxy)bibenzyl derivatives
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, (2008/06/13)
(3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.
