69-23-8 Usage
Description
FLUPHENAZINE is a member of the phenothiazine class, specifically a 10H-phenothiazine with a trifluoromethyl substituent at the 2-position and a 3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl group at the N-10 position. It is an extremely strong antipsychotic drug that also exhibits a stimulatory effect accompanying its neuroleptic effect.
Uses
Used in Psychiatry:
FLUPHENAZINE is used as an antipsychotic agent for treating various forms of schizophrenia and other mental illnesses. Its strong antipsychotic properties make it effective in managing the symptoms of these conditions.
Used in Pharmaceutical Industry:
FLUPHENAZINE is used as a key component in the development of psychiatric medications. Its potent antipsychotic action contributes to the formulation of drugs aimed at addressing mental health disorders.
Therapeutic Function
Tranquilizer
Safety Profile
Poison by ingestion,intraperitoneal, and intravenous routes. Moderately toxicby subcutaneous route. Experimental reproductive effects.When heated to decomposition it emits very toxic fumesof Fí, NOx, and SOx.
Synthesis
Fluphenazine, 4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]-1-
piperazineethanol (6.1.8), is synthesized by any of the methods described above [21–27].
Alkylation of 2-trifluoromethylphenothiazine using 4-formyl-1-piperazineylpropylchloride in the presence of sodium amide synthesizes 2-trifluoromethyl-10-[3-(4-formyl-
1-piperazinyl)propyl]phenothizine (6.1.6). Further alkaline hydrolysis removes the
N-formyl group, giving 2-trifluoromethyl-10-[3-(1-piperazinyl)propyl]phenothiazine
(6.1.7). This is alkylated by 2-bromethanol-1 acetate, which upon further acidic hydrolysis removes the protecting acetyl group, yielding fluphenazine (6.1.8) [27,28].
Check Digit Verification of cas no
The CAS Registry Mumber 69-23-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 9 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 69-23:
(4*6)+(3*9)+(2*2)+(1*3)=58
58 % 10 = 8
So 69-23-8 is a valid CAS Registry Number.
InChI:InChI=1/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2
69-23-8Relevant articles and documents
Potential CNS antitumor agents - Phenothiazines. II: Fluphenazine analogs
Hirata,Peng,Driscoll
, p. 157 - 162 (2007/10/04)
Fluphenazine was found to possess moderate, reproducible activity against the intraperitoneal L-1210 and P-388 leukemia murine tumor models. Seven ether derivatives of fluphenazine and eight compounds in which the terminal side-chain hydroxyl group was replaced by an amine function were prepared and evaluated in the intraperitoneal L-1210, P-388, and B16 melanoma systems as well as the intracerebral L-1210 and ependymoblastoma brain tumor models. While no substantial intracerebral activity was observed, seven derivatives possessed reproducible activity in the intraperitoneal L-1210 or P-388 system. Several gave T/C [(treated survival/control survival) x 100%] values of 150%. No B16 melanoma activity was observed. These compounds were also tested for their cytototoxic properties in culture against L-1210, P-388, and KB cells. The amine isosteres, while possessing little in vivo activity, were the most cytotoxic of the compounds prepared, with several having ED50 values 1 μg/ml.
Synthesis of phenothiazines. VIII. 10-piperazinylalkyl dirivatives of 2-chloro- and 2-trifluoromethvlphenothiazine [1.]
ANDERSON
, p. 937 - 942 (2007/10/04)
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