IODOPROPYNYL BUTYLCARBAMATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H12INO2
Molecular Weight	281.0909
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of IODOPROPYNYL BUTYLCARBAMATE

Structure Search

SMILES

CCCCNC(=O)OCC#CI

InChI

InChIKey=WYVVKGNFXHOCQV-UHFFFAOYSA-N

InChI=1S/C8H12INO2/c1-2-3-6-10-8(11)12-7-4-5-9/h2-3,6-7H2,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula	C8H12INO2
Molecular Weight	281.0909
Charge	0
Count

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

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sunburns 22 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a8276be2-93f1-4782-b206-93ea31036216	Inactive ingredient		Approved 8583	Volu-Firm Approved Use Unknown

Doses

Dose	Population	Adverse events
0.2 % 1 times / day multiple, topical Highest studied dose Dose: 0.2 %, 1 times / day Route: topical Route: multiple Dose: 0.2 %, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/30663063/ https://pubmed.ncbi.nlm.nih.gov/23869727/	healthy Health Status: healthy Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30663063/ https://pubmed.ncbi.nlm.nih.gov/23869727/	Disc. AE: Contact dermatitis... AEs leading to discontinuation/dose reduction: Contact dermatitis (54 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/30663063/ https://pubmed.ncbi.nlm.nih.gov/23869727/

AEs

AE	Significance	Dose	Population
Contact dermatitis	54 patients Disc. AE	0.2 % 1 times / day multiple, topical Highest studied dose Dose: 0.2 %, 1 times / day Route: topical Route: multiple Dose: 0.2 %, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/30663063/ https://pubmed.ncbi.nlm.nih.gov/23869727/	healthy Health Status: healthy Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30663063/ https://pubmed.ncbi.nlm.nih.gov/23869727/

Overview

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

OverviewOther

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

Drug as perpetrator

Target	Modality	Activity
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671197#sid=144211434	yes [IC50 2.5185 uM]
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671199#sid=144209062	yes [IC50 3.54 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671201#sid=144209062	yes [IC50 3.54 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671196#sid=144209062	yes [IC50 31.5504 uM]
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/743083#sid=144209062	yes [IC50 4.8311 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671198#sid=144209062	yes [IC50 5.0004 uM]

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1671200#sid=144211434

PubMed

Title	Date	PubMed
Environmental impact on vascular development predicted by high-throughput screening.	2011-11	21788198
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011-03-28	21251949
Allergic contact dermatitis to iodopropynyl butylcarbamate found in a cosmetic cleansing wipe.	2008-05	18416770
Iodopropynyl butylcarbamate contact allergy from wood preservative.	2007-02	17244082
Impacts of carbamate pesticides on olfactory neurophysiology and cholinesterase activity in coho salmon (Oncorhynchus kisutch).	2004-08-10	15261450
[Anal and palmar contact dermatitis caused by iodopropynyl butylcarbamate in moist sanitary wipes].	2003-10	14513245
Airborne allergic contact dermatitis from 3-iodo-2-propynyl-butylcarbamate at a paint factory.	2003-03	12755730
Iodopropynyl butylcarbamate.	2002-06	12022126
The preservative iodopropynyl butylcarbamate: frequency of allergic reactions and diagnostic considerations.	2002-03	12000324
Allergic contact dermatitis from 3-iodo-2-propynyl-butylcarbamate (IPBC) - an update.	2001-05	11298692
The biocide iodopropynyl butylcarbamate (IPBC) as an allergen in cutting oils.	2000-10	11011936
Allergic contact dermatitis from 3-iodo-2-propynyl-butylcarbamate in a cosmetic cream.	1999-11	10554066
Iodopropynyl butylcarbamate: a new contact allergen.	1997-03	9145267

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:43:53 GMT 2025` Edited by `admin` on `Mon Mar 31 18:43:53 GMT 2025`
Record UNII	603P14DHEB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IODOPROPYNYL BUTYLCARBAMATE

Official Name

English

IPBC	Locators: MI Sources:

Preferred Name

English

IODOPROPYNYL BUTYL CARBAMATE [MART.]

Common Name

English

3-IODO-2-PROPYNYLBUTYLCARBAMATE [HSDB]

Common Name

English

3-IODO-2-PROPYNYL BUTYLCARBAMATE

Systematic Name

English

IPBC [MI]

Common Name

English

IODOPROPYNYL BUTYLCARBAMATE [VANDF]

Common Name

English

3-IODO-2-PROPYNYL-N-BUTYLCARBAMATE

Systematic Name

English

3-IODO-2-PROPYNYL-N-BUTYL CARBAMATE

Common Name

English

3-IODOPROP-2-YNYL N-BUTYLCARBAMATE

Systematic Name

English

3-IODO-2-PROPYNYLBUTYLCARBAMATE

Systematic Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

107801