Substance Name: Perphenazine [USP:INN:BAN:JAN]
RN: 58-39-9
UNII: FTA7XXY4EZ
InChIKey: RGCVKNLCSQQDEP-UHFFFAOYSA-N

Note

An antipsychotic phenothiazine derivative with actions and uses similar to those of CHLORPROMAZINE.

Molecular Formula

C21-H26-Cl-N3-O-S

Molecular Weight

403.9754

All
Classifications
Links to Resources
Names & Synonyms
Registry Numbers
Structure Descriptors
Toxicity
Physical Properties

Classification Codes

Antipsychotic
Antipsychotic Agents
Central Nervous System Agents
Central Nervous System Depressants

Dopamine Agents
Dopamine Antagonists
Drug / Therapeutic Agent
Human Data

Mutation Data
Neurotransmitter Agents
Psychotropic Drugs
Reproductive Effect

Tranquilizing Agents

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Names and Synonyms

Name of Substance

Perphenazine

Perphenazine [USP:INN:BAN:JAN]

MeSH Heading

Perphenazine

Synonyms

1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina
1',1-(2-Idrossietil)-4,3-(2-cloro-10-fenotiazil)propilpiperazina [Italian]
1-(2-Hydroxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine
1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-
2-Chloro-10-(3-(1-(2-hydroxyethyl)-4-piperazinyl)propyl)phenothiazine
2-Chloro-10-3-(1-(2-hydroxyethyl)-4-piperazinyl)propyl phenothiazine
4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol
AI3-50151
Chlorperphenazine
Chlorpiprazine

Decentan
EINECS 200-381-5
Emesinal
Etaperazin
Etaperazine
Ethaperazine
F-mon
Fentazin
gamma-(4-(beta-Hydroxyethyl)piperazin-1-yl)propyl-2-chlorophenothiazine
HSDB 3379
NSC 150866

Perfenazina
Perfenazina [INN-Spanish]
Perfenazina [Italian]
Perfenazine
Perphenan
Perphenazin
Perphenazine
Perphenazinum
Perphenazinum [INN-Latin]
Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-
PZC

Sch 3940
Thilatazin
Tranquisan
Trifaron
Trilafon
Trilifan
Triphenot
UNII-FTA7XXY4EZ

Systematic Names

1-Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-

1-Piperazineethanol, 4-(3-(2-chlorophenothiazin-10-yl)propyl)-

Perphenazine

Piperazineethanol, 4-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-

Mixture Names

Etrafon

Triavil

Registry Numbers

CAS Registry Number

58-39-9

FDA UNII

FTA7XXY4EZ

System Generated Number

0000058399

Structure Descriptors

InChI

InChI=1S/C21H26ClN3OS/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26/h1-2,4-7,16,26H,3,8-15H2

InChIKey

RGCVKNLCSQQDEP-UHFFFAOYSA-N

Smiles

OCCN1CCN(CCCN2c3ccccc3Sc4ccc(Cl)cc24)CC1

Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - wild	LD50	oral	32mg/kg (32mg/kg)		Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat	LD50	intravenous	35mg/kg (35mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 638, 1960.
cat	LD50	subcutaneous	> 2500ug/kg (2.5mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
cat	LDLo	oral	1gm/kg (1000mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 638, 1960.
dog	LD50	intravenous	51mg/kg (51mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: REGIDITY	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 638, 1960.
dog	LD50	subcutaneous	> 20mg/kg (20mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
human	TDLo	intramuscular	71428ng/kg (0.071428mg/kg)	BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	British Medical Journal. Vol. 3, Pg. 867, 1967.
monkey	LD50	subcutaneous	> 510ug/kg (0.51mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse	LD50	intraperitoneal	64mg/kg (64mg/kg)		Journal of Pharmaceutical Sciences. Vol. 59, Pg. 976, 1970.
mouse	LD50	intravenous	19mg/kg (19mg/kg)	BEHAVIORAL: REGIDITY BEHAVIORAL: ATAXIA	Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse	LD50	oral	120mg/kg (120mg/kg)		"Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 185, 1973.
mouse	LD50	subcutaneous	> 80mg/kg (80mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
pigeon	LD50	intramuscular	250mg/kg (250mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 638, 1960.
pigeon	LD50	intravenous	32mg/kg (32mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 638, 1960.
rat	LD50	intraperitoneal	146mg/kg (146mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 917, 1974.
rat	LD50	intravenous	34mg/kg (34mg/kg)		Farmaco, Edizione Pratica. Vol. 26, Pg. 585, 1971.
rat	LD50	oral	318mg/kg (318mg/kg)		Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
rat	LD50	subcutaneous	> 80mg/kg (80mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.

Physical Properties

Physical Property	Value	Units	Temp (deg C)	Source
Melting Point	97	deg C		EXP
pKa Dissociation Constant	7.94	(none)		EXP
log P (octanol-water)	4.2	(none)		EXP
Water Solubility	28.3	mg/L	24	EXP
Vapor Pressure	2.84E-13	mm Hg	25	EST
Henry's Law Constant	5.19E-18	atm-m3/mole	25	EST
Atmospheric OH Rate Constant	3.66E-10	cm3/molecule-sec	25	EST

Physical property data is provided to ChemIDplus by SRC, Inc.

Substance Name: Perphenazine [USP:INN:BAN:JAN]RN: 58-39-9UNII: FTA7XXY4EZInChIKey: RGCVKNLCSQQDEP-UHFFFAOYSA-N