1420-55-9 Usage
Description
Thiethylperazine, also known as a phenothiazine derivative, is a compound characterized by the presence of a perazine molecule substituted by an ethylsulfanyl group at the 2nd position. It belongs to the class of phenothiazines, which are a group of chemical compounds that share a common tricyclic structure.
Uses
Used in Pharmaceutical Industry:
Thiethylperazine is used as a pharmaceutical agent for its potential therapeutic applications. The compound's unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs to treat a range of medical conditions.
Used in Research and Development:
In the field of research and development, thiethylperazine serves as a valuable compound for studying the structure-activity relationships of phenothiazines. This knowledge can be applied to design and synthesize novel phenothiazine-based drugs with improved pharmacological properties and reduced side effects.
Used in Chemical Synthesis:
Thiethylperazine can also be utilized as a starting material or intermediate in the synthesis of other phenothiazine-based compounds. Its unique ethylsulfanyl substitution at position 2 provides a distinct chemical handle for further functionalization and modification, enabling the development of new molecules with diverse applications.
Originator
Torecan,Boehringer Ingelheim,US,1961
Manufacturing Process
26.1 parts of 3-ethylmercapto-phenothiazine (melting point 95°C to 97°C),
4.7 parts of finely pulverized sodium amide and 120 parts by volume of
absolute xylene are heated to boiling for two hours, under reflux and while
stirring the reaction mixture, at an oil-bath temperature of 180°C. Without
interrupting the heating, a solution of 20.0 parts of 1-methyl-4-(3'-
chloropropyl-1')-piperazine (boiling point 95°C to 97°C at a pressure of 10
mm Hg) in 20 parts by volume of xylene is added dropwise in the course of 1
1/2 hours. After heating 3 more hours, the reaction mixture is cooled and
10.0 parts of ammonium chloride added; the mixture is then shaken out three
times, using 50 parts by volume of water each time. The xylene solution is
extracted with 250 parts by volume of aqueous tartaric acid of 15% strength,
after which the tartaric acid extract is washed with 80 parts by volume of
benzene and then rendered phenolphthalein-alkaline by the addition of 60
parts by volume of concentrated aqueous caustic soda solution. The base
which precipitates is taken up in a total of 150 parts by volume of benzene;
the benzene layer is dried over potassium carbonate and is then evaporated
under reduced pressure. The residue from the evaporation is distilled in a high
vacuum. After separating a preliminary distillate which passes over up to
226°C under a pressure of 0.01 mm Hg the main fraction - 3-ethylmercapto-
10-[3'-(1''-methyl-piperazyl-4'')-propyl-1']-phenothiazine - which distills at
226°C to 228°C under the last-mentioned pressure is collected. The
analytically pure base boils at 227°C under a pressure of 0.01 mm Hg and
melts at 62°C to 64°C.Upon the addition of ethanolic HCl to a solution, cooled to 0°C, of 26.38 parts
of the free base in 130 parts by volume of absolute ethanol, until a Congoacid
reaction is achieved, the crystalline dihydrochloride of 3-ethylmercapto-
10-[3'-(1''-methyl-piperazyl-4'')-propyl-1']phenothiazine is precipitated. The
analytically pure salt has a melting point of 214°C to 216°C (bubbles); it
begins to sinter at 205°C. The dimaleate melts at 188°C to 190°C after
sintering from 180°C (recrystallized from methanol).
Therapeutic Function
Antiemetic
Check Digit Verification of cas no
The CAS Registry Mumber 1420-55-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,2 and 0 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1420-55:
(6*1)+(5*4)+(4*2)+(3*0)+(2*5)+(1*5)=49
49 % 10 = 9
So 1420-55-9 is a valid CAS Registry Number.
InChI:InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3
