ContaminantDB: Chlorpropamide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:25:13 UTC

Update Date

2016-11-09 01:15:22 UTC

Accession Number

CHEM016267

Identification

Common Name

Chlorpropamide

Class

Small Molecule

Description

An N-sulfonylurea that is urea in which a hydrogen attached to one of the nitrogens is substituted by 4-chlorobenzenesulfonyl group and a hydrogen attached to the other nitrogen is substituted by propyl group. Chlorpropamide is a hypoglycaemic agent used in the treatment of type 2 (non-insulin-dependent) diabetes mellitus not responding to dietary modification.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(p-Chlorobenzenesulfonyl)-3-propylurea	ChEBI
1-(p-Chlorophenylsulfonyl)-3-propylurea	ChEBI
1-Propyl-3-(p-chlorobenzenesulfonyl)urea	ChEBI
4-Chloro-N-((propylamino)carbonyl)benzenesulfonamide	ChEBI
4-Chloro-N-[(propylamino)carbonyl]benzenesulfonamide	ChEBI
Chlorpropamidum	ChEBI
Clorpropamida	ChEBI
N-(4-Chlorophenylsulfonyl)-n'-propylurea	ChEBI
N-(p-Chlorobenzenesulfonyl)-n'-propylurea	ChEBI
N-Propyl-n'-(p-chlorobenzenesulfonyl)urea	ChEBI
N-Propyl-n'-p-chlorophenylsulfonylcarbamide	ChEBI
Diabinese	Kegg
1-(p-Chlorobenzenesulphonyl)-3-propylurea	Generator
1-(p-Chlorophenylsulphonyl)-3-propylurea	Generator
1-Propyl-3-(p-chlorobenzenesulphonyl)urea	Generator
4-Chloro-N-((propylamino)carbonyl)benzenesulphonamide	Generator
4-Chloro-N-[(propylamino)carbonyl]benzenesulphonamide	Generator
N-(4-Chlorophenylsulphonyl)-n'-propylurea	Generator
N-(p-Chlorobenzenesulphonyl)-n'-propylurea	Generator
N-Propyl-n'-(p-chlorobenzenesulphonyl)urea	Generator
N-Propyl-n'-p-chlorophenylsulphonylcarbamide	Generator
Chlorporpamide	HMDB
Apotex brand OF chlorpropamide	HMDB
Farmasierra brand OF chlorpropamide	HMDB
Insogen	HMDB
Clorpropamid	HMDB
Pfizer brand OF chlorpropamide	HMDB
Apo-chlorpropamide	HMDB
Byk gulden brand OF chlorpropamide	HMDB
Glucamide	HMDB
Meldian	HMDB

Chemical Formula

C₁₀H₁₃ClN₂O₃S

Average Molecular Mass

276.740 g/mol

Monoisotopic Mass

276.034 g/mol

CAS Registry Number

94-20-2

IUPAC Name

1-(4-chlorobenzenesulfonyl)-3-propylurea

Traditional Name

chlorpropamide

SMILES

CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14)

InChI Key

RKWGIWYCVPQPMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Chlorobenzene
Halobenzene
Sulfonylurea
Aryl chloride
Aryl halide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Carboximidic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:3650 )
N-sulfonylurea (CHEBI:3650 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.15	ALOGPS
logP	1.94	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.27 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.43 m³·mol⁻¹	ChemAxon
Polarizability	27.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0113-9540000000-ff74b5bd46b836406ce0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0002-0093000000-fa4d8bff1a5b0d68d8ea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-006x-0910000000-a09d8795a568a12a0da3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03dr-2910000000-7ee6a1f4754e3058ddb6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0002-0093000000-fa4d8bff1a5b0d68d8ea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-006x-0910000000-a09d8795a568a12a0da3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03dr-2910000000-7ee6a1f4754e3058ddb6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1900000000-31862fa36dca6aa815d5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-000i-0930000000-a4253aba18424677d03f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03kc-4920000000-e03da1b44dcb4895f948	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-2900000000-a8d91ed685eb991c0ac7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-000i-0900000000-85959c7674668f778a7c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-000i-0900000000-f4650a1be90ea4cf8904	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-004i-9800000000-20116e7d84b9426dc372	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-004r-1900000000-8e5466a5890f95e1d7f1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-004i-9100000000-c0d2de9234d984d4f5f5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9700000000-2dbf7aa3bcc58d7e7a0d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-5c15ec0e7d272f3993ed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-004i-9100000000-f15d3a6d15e1e36c1800	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0930000000-87e8123fe243c4d02b51	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056u-8590000000-b6a0b930daf60d890749	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052f-9300000000-86daf757c19ffd3a6335	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-56249e018d50bc39c02c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00or-1290000000-3bb07392bdb6a7a3e697	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1930000000-99f0f1615af7f850d180	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-009i-6920000000-44e9f4535c61cee0a9c3	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00672

HMDB ID

HMDB0014810

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10891117

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2657066

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=3806586

Chlorpropamide (CHEM016267)

Structure for CHEM016267: Chlorpropamide