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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8Cl3NO2S
Molecular Weight 300.589
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAPTAN

SMILES

ClC(Cl)(Cl)SN1C(=O)[C@H]2CC=CC[C@H]2C1=O

InChI

InChIKey=LDVVMCZRFWMZSG-OLQVQODUSA-N
InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2/t5-,6+

HIDE SMILES / InChI

Molecular Formula C9H8Cl3NO2S
Molecular Weight 300.589
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Captan is a fungicide. It is used on a variety of agricultural and greenhouse food/feed crops, indoor non-food uses, seed treatments and ornamental plant sites. People who mixed captan products or worked in fields where captan had been applied reported eye and skin irritation. A few human volunteers reported skin irritation and allergic reactions after captan was applied to their backs. Captan was previously cited as Group B2, a probable human carcinogen by the US Environmental Protection Agency (EPA), but was reclassified in 2004. The EPA now states: “Captan is not likely to be a human carcinogen nor pose cancer risks of concern when used in accordance with approved product labels.”

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
142.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

AUC

ValueDoseCo-administeredAnalytePopulation
1652 nM × h/kg
1 mg/kg bw single, oral
4-CYCLOHEXENE-1,2-DICARBOXIMIDE, CIS- plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
15.7 h
1 mg/kg bw single, oral
4-CYCLOHEXENE-1,2-DICARBOXIMIDE, CIS- plasma
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Significant cytotoxicity of Captan on the human adrenocortical carcinoma cell line H295R was observed at the concentrations of 30 μM (26 %) and 100 μM (74 %).
Substance Class Chemical
Record UNII
EOL5G26Q9F
Record Status Validated (UNII)
Record Version