PROPIONYLPROMAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H24N2OS
Molecular Weight	340.482
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(=O)C1=CC=C2SC3=CC=CC=C3N(CCCN(C)C)C2=C1

InChI

InChIKey=ZQTVCQIJTREKSP-UHFFFAOYSA-N

InChI=1S/C20H24N2OS/c1-4-18(23)15-10-11-20-17(14-15)22(13-7-12-21(2)3)16-8-5-6-9-19(16)24-20/h5-6,8-11,14H,4,7,12-13H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C20H24N2OS
Molecular Weight	340.482
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1364508 | https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=520.2002http://www.fao.org/fileadmin/user_upload/vetdrug/docs/41-4-propionylpromazine.pdf | http://www.inchem.org/documents/jecfa/jecmono/v29je11.htm

Propionylpromazine is used as a neuroleptic to combat stress in pets and farm animals. The main use is to combat stress in the transport of pigs. Propionylpromazine was in common use in veterinary practice in the 1950s and 1960s. Propionylpromazine is of interest to JECFA because of the illicit use at pharmacological dosage (< 1 mg/kg i.m.) in the immediate pre-slaughter period.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Dopamine D2 receptor 311 Target ID: CHEMBL217 Sources: https://www.scbt.com/scbt/product/propionylpromazine-hydrochloride-7681-67-6 \| https://www.ncbi.nlm.nih.gov/pubmed/22949700 \| http://www.sigmaaldrich.com/catalog/product/sigma/p7780?lang=en®ion=RU	Antagonist 2849
Trypanothione reductase 5 Target ID: CHEMBL5131 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11407019 \| https://www.ncbi.nlm.nih.gov/pubmed/11328673	Inhibitor 8504
Trypanothione reductase 5 Target ID: CHEMBL5131 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9457238 \| https://www.ncbi.nlm.nih.gov/pubmed/11407019	Inhibitor 8504	357.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Anxiety 275 Sources: https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=520.2002	Primary		Approved 8583	Propiopromazine Approved Use Indications for use. For oral administration as a tranquilizer. As an aid in handling difficult, excited, and unruly dogs, and in controlling excessive kennel barking, car sickness, and severe dermatitis. It is also indicated for use in minor surgery and prior to routine examinations, laboratory procedures, and diagnostic procedures.
Stress 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1078293	Primary		Approved 8583	TRANVET Approved Use Propionylpromazine is used as a neuroleptic to combat stress in pets and farm animals. The main use is to combat stress in the transport of pigs. Launch Date 1960

PubMed

Title	Date	PubMed
Effects of inosine on reperfusion injury after cardiopulmonary bypass.	2010-11-08	21059208
Rapid method for the determination of tranquilizers and a beta-blocker in porcine and bovine kidney by liquid chromatography with tandem mass spectrometry.	2009-04-01	19286028
Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS.	2008-07	18491081
Stability of the tranquilizer drug propionylpromazine hydrochloride in formulated products.	2005-06	15668921
Development of a rapid screening test for veterinary sedatives and the beta-blocker carazolol in porcine kidney by ELISA.	2004-02	14752562
Analysis of promazines in bovine livers by high performance liquid chromatography with ultraviolet and fluorimetric detection.	2003-02-06	18968925
Spectrophotometric determination of vanadium(V) in minerals, steels, soil and biological samples using phenothiazine derivatives.	2001-08	11708104
[The opinion of O. Habler].	2001-08	11556173
[Acute normovolemic hemodilution (ANH). Der Anaesthesist (2000) 49: 939-948].	2001-08	11556172
[Inactivation of Trypanosoma cruzi trypanothione reductase by phenothiazine cationic free radicals].	2001-06-16	11407019
Trypanosoma cruzi trypanothione reductase is inactivated by peroxidase-generated phenothiazine cationic radicals.	2001-04	11328673
Gas chromatographic-mass spectrometric analysis of veterinary tranquillizers in urine: evaluation of method performance.	1999-10-29	10574196
Retrospective evaluation of cardiopulmonary and acid-base variables during long-term balanced anesthesia for experimental surgery in dogs.	1997-12	9433699
[Hepatic resection in the fetal rabbit. Histologic comparison of tissue regeneration in the fetus versus the adult].	1996-11	9072727
[Effect of phenothiazine derivative on adrenal cortex response of sheep to repeated emotional stress].	1991	1364508
Effects of electroanesthesia and a phenothiazine tranquilizer on thermoregulation in the sheep.	1977-03	15489

Patents

Sample Use Guides

In Vivo Use Guide

Dogs: Administer 0.5 to 2.0 milligrams per pound of body weight once or twice daily, depending upon the degree of tranquilization desired.

Route of Administration: Oral

In Vitro Use Guide

10 uM Propiopromazine produced 95-100% inactivation of Trypanosoma cruzi trypanothione reductase (TR).

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:25:19 GMT 2025` Edited by `admin` on `Mon Mar 31 18:25:19 GMT 2025`
Record UNII	Y1BCT334I7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROPIONYLPROMAZIME

Preferred Name

English

PROPIONYLPROMAZINE

Common Name

English

PROPIONYLPROMAZINE [MI]

Common Name

English

PROPIONYLPROMAZINE [MART.]

Common Name

English

PROPIOPROMAZINE

Common Name

English

1-PROPANONE, 1-(10-(3-(DIMETHYLAMINO)PROPYL)PHENOTHIAZIN-2-YL)-

Systematic Name

English

1-(10-(3-(DIMETHYLAMINO)PROPYL)-10H-PHENOTHIAZIN-2-YL)PROPAN-1-ONE

Systematic Name

English

1-PROPANONE, 1-(10-(3-(DIMETHYLAMINO)PROPYL)-10H-PHENOTHIAZIN-2-YL)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29710