CYTHIOATE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H12NO5PS2
Molecular Weight	297.288
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COP(=S)(OC)OC1=CC=C(C=C1)S(N)(=O)=O

InChI

InChIKey=BSBSDQUZDZXGFN-UHFFFAOYSA-N

InChI=1S/C8H12NO5PS2/c1-12-15(16,13-2)14-7-3-5-8(6-4-7)17(9,10)11/h3-6H,1-2H3,(H2,9,10,11)

HIDE SMILES / InChI

Molecular Formula	C8H12NO5PS2
Molecular Weight	297.288
Charge	0
Count

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

Description
Sources: https://www.law.cornell.edu/cfr/text/21/520.530 | https://www.drugs.com/international/cythioate.html | https://www.bestpricepets.com/products/Proban-Tablets-%252d-100%27s.html#

Cythioate is an organothiophosphate chemical used as an insecticide and anthelmintic. Cythioate is a cholinesterase inhibitor. Marketed under the trade names Cyflee and Proban, Cythioate is indicated for the control of ticks, fleas, and demodectic mange in dogs, and fleas in cats.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase and butyrylcholinesterase (AChE and BChE) 1 Target ID: CHEMBL2111475 Sources: https://www.ncbi.nlm.nih.gov/pubmed/992748 \| http://www.ijp-online.com/article.asp?issn=0253-7613;year=1976;volume=8;issue=1;spage=13;epage=15;aulast=Doval;type=0	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Demodicosis 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12591200 https://www.ncbi.nlm.nih.gov/pubmed/11812623 https://www.ncbi.nlm.nih.gov/pubmed/5393090	Curative		Approved 8583	Proban Approved Use Proban® is an oral medication for the control of ticks, fleas, and demodectic mange in dogs, and fleas in cats. Launch Date 1966

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP2C19 2057 CYP19A1 429 CYP1A2 2153

Drug as perpetrator

Target	Modality	Activity
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671201#sid=144206631	inconclusive [IC50 17.3768 uM]
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671199#sid=144206631	inconclusive [IC50 24.5454 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645840#sid=144206631	inconclusive [IC50 24.5454 uM]
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/743139#sid=144206631	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671197#sid=144206631	yes [IC50 1.3803 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671198#sid=144206631	yes [IC50 3.4671 uM]

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671200#sid=144206631

PubMed

Title	Date	PubMed
Comparative speed of kill between nitenpyram, fipronil, imidacloprid, selamectin and cythioate against adult Ctenocephalides felis (Bouché) on cats and dogs.	2003-03-10	12591200
Motor unit irritability in Beagles Before and after exposure to cholinesterase inhibitors.	1979-06	89824

Patents

Sample Use Guides

In Vivo Use Guide

Dogs: 15 milligrams cythioate per 10 pounds of body weight every third day or twice a week.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:47:44 GMT 2025` Edited by `admin` on `Mon Mar 31 17:47:44 GMT 2025`
Record UNII	3OOH7Q4333
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CYTHIOATE

Common Name

English

O,O-DIMETHYL O-4-SULFAMOYLPHENYL PHOSPHOROTHIOATE

Preferred Name

English

O-(4-(AMINOSULFONYL)PHENYL) O,O-DIMETHYL PHOSPHOROTHIOATE

Systematic Name

English

CYTHIOATE [GREEN BOOK]

Common Name

English

O,O-DIMETHYL O-(4-SULFAMOYLPHENYL) PHOSPHOROTHIOATE

Systematic Name

English

NSC-310287

Code

English

CYTHIOATE [MI]

Common Name

English

CYTHIOATE [MART.]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QP53BB01