14176-10-4 Usage
Description
Cetiedil, also known by the brand name Celsis, is a vasodilator medication primarily used to treat peripheral vascular diseases. It functions as an antisickling agent, potentially due to its effects on erythrocyte membranes. This pharmaceutical compound is known for its ability to improve blood flow and reduce the symptoms associated with peripheral vascular conditions.
Uses
Used in Pharmaceutical Industry:
Cetiedil is used as a vasodilator for the treatment of peripheral vascular diseases. It helps in improving blood flow and reducing the symptoms associated with these conditions by causing the relaxation of blood vessel walls, thus increasing the diameter of the blood vessels and allowing for better circulation.
Additionally, cetiedil is used as an antisickling agent, which may be attributed to its effects on erythrocyte membranes. This application is particularly beneficial for individuals suffering from sickle cell anemia, as it helps to prevent the deformation of red blood cells and reduces the occurrence of sickling, which can lead to various complications.
Originator
Stratene,Innothera,France,1973
Manufacturing Process
In a 100 ml flask fitted with a mechanical stirrer, a vertical condensor
protected by a calcium chloride stopper, a dropping-funnel and a source of
nitrogen were introduced 30 ml of hexamethylenephosphotriamide and 2.3 g
(0.1 mol) of finely cut sodium wire. A mixture of 12.3 g (0.1 mol) of (3-
thienyl)-acetonitrile and 16.3 g (0.1 mol) of cyclohexyl bromide was then
quickly added at a temperature of 20 C. The reaction mixture was then
maintained under nitrogen atmosphere and stirred for 12 hours at room
temperature. The excess of sodium was destroyed by adding 5 ml of ethanol
and the organic solution was slowly poured into 100 ml of a 1 N iced solution
of hydrochloric acid. The solution was extracted twice with 100 ml ether. The
ethereal phases were collected, washed with water, dried and concentrated
under reduced pressure. The crude product was then purified by chromatography on a silica column (150 g of silica) using a 1/1
benzene/cyclohexane mixture as elution agent. The product obtained was
rectified by distillation.
In this manner, 3.4 g of alpha(3-thienyl)-alpha-cyclohexylacetonitrile were
obtained, which represents a yield of 16%.
The nitrile may then be hydrolyzed to cyclohexyl-(3-thienyl)acetic acid which
is reacted with 1-(2-chloroethyl)-hexahydro-1H-azepine to give cetiedil. It is
commonly used as the citrate.
Therapeutic Function
Vasodilator
Check Digit Verification of cas no
The CAS Registry Mumber 14176-10-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,1,7 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 14176-10:
(7*1)+(6*4)+(5*1)+(4*7)+(3*6)+(2*1)+(1*0)=84
84 % 10 = 4
So 14176-10-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H31NO2S/c22-20(23-14-13-21-11-6-1-2-7-12-21)19(18-10-15-24-16-18)17-8-4-3-5-9-17/h10,15-17,19H,1-9,11-14H2
14176-10-4Relevant articles and documents
Microtubing-Reactor-Assisted Aliphatic C?H Functionalization with HCl as a Hydrogen-Atom-Transfer Catalyst Precursor in Conjunction with an Organic Photoredox Catalyst
Deng, Hong-Ping,Zhou, Quan,Wu, Jie
, p. 12661 - 12665 (2018/09/20)
Chlorine radical, which is classically generated by the homolysis of Cl2 under UV irradiation, can abstract a hydrogen atom from an unactivated C(sp3)?H bond. We herein demonstrate the use of HCl as an effective hydrogen-atom-transfer catalyst precursor activated by an organic acridinium photoredox catalyst under visible-light irradiation for C?H alkylation and allylation. The key to success relied on the utilization of microtubing reactors to maintain the volatile HCl catalyst. This photomediated chlorine-based C?H activation protocol is effective for a variety of unactivated C(sp3)?H bond patterns, even with primary C(sp3)?H bonds, as in ethane. The merit of this strategy is illustrated by rapid access to several pharmaceutical drugs from abundant unfunctionalized alkane feedstocks.
