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2746-81-8

2746-81-8 structure
2746-81-8 structure
  • Name: Fluphenazine enanthate
  • Chemical Name: 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl heptanoate
  • CAS Number: 2746-81-8
  • Molecular Formula: C29H38F3N3O2S
  • Molecular Weight: 549.69100
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2016-03-02 22:50:58
  • Modify Date: 2025-08-23 12:26:33
  • Fluphenazine enanthate is the first long-acting injectable (LAI) antipsychotic for the treatment of schizophrenia[1][2].
Name 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethyl heptanoate
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
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.
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

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