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Details

Stereochemistry RACEMIC
Molecular Formula C19H24N2O.H2O4S
Molecular Weight 394.485
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOPENTAMIDE SULFATE

SMILES

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

InChI

InChIKey=GEKOQGPXZRQQHJ-UHFFFAOYSA-N
InChI=1S/C19H24N2O.H2O4S/c1-15(21(2)3)14-19(18(20)22,16-10-6-4-7-11-16)17-12-8-5-9-13-17;1-5(2,3)4/h4-13,15H,14H2,1-3H3,(H2,20,22);(H2,1,2,3,4)

HIDE SMILES / InChI
Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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 ( + / - )

Description

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 .

Originator

Approval Year

1953
193
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
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

2.1340799E10
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY562581
https://www.001chemical.com/chem/60-46-8
AK Scientific, Inc. (AKSCI)
X4884
http://www.aksci.com/item_detail.php?cat=X4884
Alfa Chemistry
60-46-8
https://www.alfa-chemistry.com/aminopentamide-sulfate-200-mg-cas-60-46-8-item-292915.htm
Alichem
19126227
http://www.alichem.com/en/products/60-46-8.html
Aurora Fine Chemicals LLC
A17.946.078
http://online.aurorafinechemicals.com/info?ID=A17.946.078
BLD Pharm
BD114001
http://www.bldpharm.com/products/60-46-8.html
BioChemPartner
BCP32413
http://www.biochempartner.com/60-46-8-BCP32413
ChemMol
99117809
http://www.chemmol.com/chemmol/99117809.html
Chemspace
CSSB00020675437
https://chem-space.com/CSSB00020675437
LGC Standards
DRE-C10209400
https://www.lgcstandards.com/US/en/p/DRE-C10209400
Molcore
MC562581
https://www.molcore.com/product/60-46-8
Sigma-Aldrich
PH004881_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/ph004881
Smolecule
S571745
https://www.smolecule.com/products/s571745
abcr GmbH
AB511594
http://www.abcr.com/shop/en/AB511594
eNovation Chemicals
D131710
https://www.enovationchem.com/ProductDetails.asp?ProductID=D131710
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

Patents

US3896221
6
US8715711
6

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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 16:08:40 UTC 2023
Edited
by admin
on Fri Dec 15 16:08:40 UTC 2023
Record UNII
20P9NI883O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMINOPENTAMIDE SULFATE
USP  
Common Name English
AMINOPENTAMIDE ACID SULFATE, DL-
Common Name English
AMINOPENTAMIDE HYDROGEN SULFATE
GREEN BOOK  
Common Name English
DIMEVAMIDE SULFATE [MART.]
Common Name English
4-(DIMETHYLAMINO)-2,2-DIPHENYLVALERAMIDE HYDROGEN SULFATE
Systematic Name English
AMINOPENTAMIDE HYDROGEN SULFATE [GREEN BOOK]
Common Name English
AMINOPENTAMIDE SULFATE [USP MONOGRAPH]
Common Name English
AMINOPENTAMIDE SULFATE [USP-RS]
Common Name English
VALERAMIDE, 4-(DIMETHYLAMINO)-2,2-DIPHENYL-, SULPHATE (1:1)
Systematic Name English
AMINOPENTAMIDE SULPHATE
Common Name English
.ALPHA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-PHENYLBENZENEACETAMIDE SULFATE
Systematic Name English
VALERAMIDE, 4-(DIMETHYLAMINO)-2,2-DIPHENYL-, SULFATE (1:1)
Systematic Name English
.ALPHA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-PHENYLBENZENEACETAMIDE SULPHATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
CFR 21 CFR 522.62
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
CFR 21 CFR 522.1222B
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID7057604
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
CAS
5897-62-1
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
SUPERSEDED
PUBCHEM
176163
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
RXCUI
1006396
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY RxNorm
DAILYMED
20P9NI883O
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
CAS
20701-77-3
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
CAS
35144-63-9
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
NON-SPECIFIC STOICHIOMETRY
NCI_THESAURUS
C79970
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
RS_ITEM_NUM
1025908
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
DRUG BANK
DBSALT002911
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
ChEMBL
CHEMBL92915
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
FDA UNII
20P9NI883O
Created by admin on Fri Dec 15 16:08:40 UTC 2023 , Edited by admin on Fri Dec 15 16:08:40 UTC 2023
PRIMARY
Related Record Type Details
Structure of AMINOPENTAMIDE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of AMINOPENTAMIDE
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