U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H24N2O.ClH
Molecular Weight 332.868
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOPENTAMIDE HYDROCHLORIDE

SMILES

Cl.CC(CC(C(N)=O)(C1=CC=CC=C1)C2=CC=CC=C2)N(C)C

InChI

InChIKey=NNCPYVVEKIAMCB-UHFFFAOYSA-N
InChI=1S/C19H24N2O.ClH/c1-15(21(2)3)14-19(18(20)22,16-10-6-4-7-11-16)17-12-8-5-9-13-17;/h4-13,15H,14H2,1-3H3,(H2,20,22);1H

HIDE SMILES / InChI

Molecular Formula C19H24N2O
Molecular Weight 296.4067
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Aminopentamide is a potent antispasmodic agent. As a cholinergic blocking agent for smooth muscle, its action is similar to atropine. Aminopentamide hydrogen sulfate is marketed under the brand name Centrine indicated in the treatment of acute abdominal visceral spasm, pylorospasm or hypertrophic gastritis and associated nausea, vomiting and/or diarrhea of the dogs and cats. Centrine effectively reduces the tone and amplitude of colonic contractions to a greater degree and for a more extended period than does atropine. Centrine effects a reduction in gastric secretion, a decrease in gastric acidity and a marked decrease in gastric motility. Aminopentamide is a nonselective muscarinic cholinergic .

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Centrine

Approved Use

Centrine is indicated in the treatment of acute abdominal visceral spasm, pylorospasm or hypertrophic gastritis and associated nausea, vomiting and/or diarrhea.

Launch Date

1970
PubMed

PubMed

TitleDatePubMed
The pharmacological activity of DL-alpha, alpha-diphenyl, gamma-dimethylaminovaleramide (centrine).
1954 Jan
Some aspects of the pharmacology and clinical application of a parasympatholytic agent, aminopentamide.
1956 Sep 1
[Broncholytic effect of a new synthetic drugs: aminopentamide].
1957 Jun
Patents

Sample Use Guides

Dogs and cats: Administer by subcutaneous or intramuscular injection every 8 to 12 hours as follows: For animals weighing up to 10 pounds (lbs): 0.1 mg; For animals weighing 11 to 20 lbs: 0.2 mg; For animals weighing 21 to 50 lbs: 0.3 mg; For animals weighing 51 to 100 lbs: 0.4 mg; For animals weighing over 100 lbs: 0.5 mg. Dosage may be gradually increased up to a maximum of five times the suggested dosage. Following parenteral use, dosage may be continued by oral administration of tablets.
Route of Administration: Other
A concentration of 0.00005 mg of Aminopentamide per ml of bath fluid was found to reduce the frequency of guinea pig ureteral contractions and a concentration of 0.005 mg/ml virtually stopped contractions.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:16 GMT 2023
Edited
by admin
on Fri Dec 15 15:47:16 GMT 2023
Record UNII
H1HPQ055F3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMINOPENTAMIDE HYDROCHLORIDE
Common Name English
AMINOPENTAMIDE HYDROCHLORIDE, DL-
Common Name English
AMINOPENTAMIDE HCL
Common Name English
DL-AMINOPENTAMIDE HYDROCHLORIDE
Systematic Name English
VALERAMIDE, 4-(DIMETHYLAMINO)-2,2-DIPHENYL-, HYDROCHLORIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
Code System Code Type Description
CAS
6191-22-6
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
SUPERSEDED
FDA UNII
H1HPQ055F3
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
DRUG BANK
DBSALT002910
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID40942258
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
CAS
2019-75-2
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
PUBCHEM
22564
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
NCI_THESAURUS
C80125
Created by admin on Fri Dec 15 15:47:16 GMT 2023 , Edited by admin on Fri Dec 15 15:47:16 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE