Fluphenazine enanthate

Modify Date: 2024-01-04 09:14:29

Fluphenazine enanthate Structure
Fluphenazine enanthate structure
Common Name Fluphenazine enanthate
CAS Number 2746-81-8 Molecular Weight 549.69100
Density 1.181g/cm3 Boiling Point 629.4ºC at 760mmHg
Molecular Formula C29H38F3N3O2S Melting Point N/A
MSDS N/A Flash Point 334.4ºC

 Use of Fluphenazine enanthate


Fluphenazine enanthate is the first long-acting injectable (LAI) antipsychotic for the treatment of schizophrenia[1][2].

 Names

Name 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl heptanoate
Synonym More Synonyms

 Fluphenazine enanthate Biological Activity

Description Fluphenazine enanthate is the first long-acting injectable (LAI) antipsychotic for the treatment of schizophrenia[1][2].
Related Catalog
In Vivo Fluphenazine enanthate (2,4, 8 mg/kg; IM) significant inhibition of the avoidance performance is observed as long as 16, 23, and 28 days, respectively[1]. Fluphenazine enanthate (8 mg/kg) drinking behavior is almost completely suppressed for 24 hours immediately following the administration[1]. Fluphenazine enanthate (8 mg/kg) produces transient body weight Iosses in the rats[1]. Animal Model: Fifty-four male adult rats of Wistar strain[1] Dosage: 2, 4, and 8 mg/kg Administration: Index medicus (IM ) Result: Three doses of Fluphenazine enanthate significant inhibition of the avoidance performance was observed as long as 16, 23, and 28 days, respectively.
References

[1]. Kuribara H, et al. Effects of fluphenazine enanthate and fluphenazine decanoate on discriminated avoidanceresponse and water drinking behavior in rats. Psychopharmacology (Berl). 1979 Sep;65(1):1-6.

[2]. Brissos S, et al. The role of long-acting injectable antipsychotics in schizophrenia: a critical appraisal. Ther Adv Psychopharmacol. 2014 Oct;4(5):198-219.

 Chemical & Physical Properties

Density 1.181g/cm3
Boiling Point 629.4ºC at 760mmHg
Molecular Formula C29H38F3N3O2S
Molecular Weight 549.69100
Flash Point 334.4ºC
Exact Mass 549.26400
PSA 61.32000
LogP 6.77020
Vapour Pressure 9.41E-16mmHg at 25°C
Index of Refraction 1.544

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MJ2450000
CHEMICAL NAME :
Heptanoic acid, 2-(4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl )- 1-piperazinyl)ethyl ester
CAS REGISTRY NUMBER :
2746-81-8
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C29-H38-F3-N3-O2-S
MOLECULAR WEIGHT :
549.76
WISWESSER LINE NOTATION :
T C666 BN ISJ EXFFF B3- AT6N DNTJ D2OV6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Human
DOSE/DURATION :
357 ug/kg
TOXIC EFFECTS :
Behavioral - muscle weakness
REFERENCE :
AJPSAO American Journal of Psychiatry. (American Psychiatric Assoc., Circulation Dept., 1400 K St., NW, Washington, DC 20005) V.78- 1921- Volume(issue)/page/year: 119,779,1963
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Human
DOSE/DURATION :
1633 ug/kg
TOXIC EFFECTS :
Musculoskeletal - other changes
REFERENCE :
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 2,1071,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,701,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,701,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#03337
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
17200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,701,1982 *** REVIEWS *** TOXICOLOGY REVIEW ABPYBL Advances in Biochemical Psychopharmacology. (Raven Press, 1185 Ave. of the Americas, New York, NY 10036) V.1- 1969- Volume(issue)/page/year: 9,301,1974

 Safety Information

RIDADR UN 3249
Packaging Group III
Hazard Class 6.1(b)

 Articles23

More Articles
Ten year outcomes of outpatients with schizophrenia on conventional depot antipsychotics: a systematic chart review.

Int. Clin. Psychopharmacol. 28(5) , 261-6, (2013)

Long-term follow-up data of patients with schizophrenia on depot antipsychotics have been few and the longest follow-up period has been up to 7 years. We carried out a systematic chart review to exami...

Treatment of schizophrenia with depot preparations of fluphenazine, haloperidol, and risperidone among inpatients at state-operated psychiatric facilities.

Schizophr. Res. 119(1-3) , 153-9, (2010)

This study aimed to characterize the inpatient utilization of depot antipsychotics.The characteristics of adults with schizophrenia or schizoaffective disorder, hospitalized for at least 28 days, and ...

Multiple congenital abnormalities in a newborn boy associated with maternal use of fluphenazine enanthate and other drugs during pregnancy.

Acta Paediatr. Scand. 71(2) , 335-8, (1982)

A boy was born with a short sloping forehead, wide metopic suture, persistent metopic fontanelle, telecanthus, ocular hypertelorism, nystagmoid eye movements, bilateral cleft lip and palate, imperfora...

 Synonyms

Fluphenazine enantate
2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethyl heptanoate
Fluphenazinenanthat
Fluphenanzin-aenanthat
2-[4-[3-[2-(Trifluoromethyl)phenothiazin-10-yl]propyl]-1-piperazinyl]ethyl heptanoate
Fluphenazin-aenanthsaeureester
4-<3-<2-Trifluormethyl-phenothiazinyl-(10)>-propyl>-1-(2-hydroxy-ethyl)-piperazin-heptanoat
1-heptanoyloxy-2-{4-[3-(2-trifluoromethyl-phenothiazin-10-yl)-propyl]-piperazin-1-yl}-ethane
Moditen-retard
Prolixin Enanthate
fluphenazine enanthate
fluphenazine O-enantate
Eutimox
EINECS 220-385-0
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