AMINOMETRADINE

US Previously Marketed

First approved in 1954

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H13N3O2
Molecular Weight	195.2184
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1C(=O)C=C(N)N(CC=C)C1=O

InChI

InChIKey=NGXUUAFYUCOICP-UHFFFAOYSA-N

InChI=1S/C9H13N3O2/c1-3-5-12-7(10)6-8(13)11(4-2)9(12)14/h3,6H,1,4-5,10H2,2H3

HIDE SMILES / InChI

Molecular Formula	C9H13N3O2
Molecular Weight	195.2184
Charge	0
Count

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

Description
Sources: https://www.drugfuture.com/chemdata/aminometradine.html | https://www.ncbi.nlm.nih.gov/pubmed/13487573 | https://www.ncbi.nlm.nih.gov/pubmed/13339790 | https://www.ncbi.nlm.nih.gov/pubmed/13316073

AMINOMETRADINE, a uracil derivative, is a diuretic. It appears to inhibit the reabsorption of sodium ions by the renal tubules. AMINOMETRADINE is used in the management of edema and in the treatment of congestive heart failure.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Edema 22 Sources: http://www.drugfuture.com/chemdata/aminometradine.html https://www.ncbi.nlm.nih.gov/pubmed/13316073	Primary		Approved 8429	Mincard Approved Use Diuretic Launch Date -5.04921588E11

Doses

Dose	Population	Adverse events
800 mg 1 times / day multiple, oral (max) Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	unhealthy n = 22 Health Status: unhealthy Condition: congestive heart failure Sex: M+F Population Size: 22 Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	Disc. AE: Nausea, Vomiting... Other AEs: Diarrhoea, Epigastric pain... AEs leading to discontinuation/dose reduction: Nausea (3 patients) Vomiting (3 patients) Other AEs: Diarrhoea (mild, 1 patient) Epigastric pain (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/13316073

AEs

AE	Significance	Dose	Population
Epigastric pain	1 patient	800 mg 1 times / day multiple, oral (max) Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	unhealthy n = 22 Health Status: unhealthy Condition: congestive heart failure Sex: M+F Population Size: 22 Sources: https://pubmed.ncbi.nlm.nih.gov/13316073
Nausea	3 patients Disc. AE	800 mg 1 times / day multiple, oral (max) Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	unhealthy n = 22 Health Status: unhealthy Condition: congestive heart failure Sex: M+F Population Size: 22 Sources: https://pubmed.ncbi.nlm.nih.gov/13316073
Vomiting	3 patients Disc. AE	800 mg 1 times / day multiple, oral (max) Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	unhealthy n = 22 Health Status: unhealthy Condition: congestive heart failure Sex: M+F Population Size: 22 Sources: https://pubmed.ncbi.nlm.nih.gov/13316073
Diarrhoea	mild, 1 patient	800 mg 1 times / day multiple, oral (max) Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/13316073	unhealthy n = 22 Health Status: unhealthy Condition: congestive heart failure Sex: M+F Population Size: 22 Sources: https://pubmed.ncbi.nlm.nih.gov/13316073

Sourcing

Vendor/Aggregator	ID	URL
AHH Chemical co.,ltd	MR-1003658	http://www.ahhchemical.com/product/MR-1003658.html
Alfa Chemistry	642-44-4	https://www.alfa-chemistry.com/cas_642-44-4.htm
Ambinter	Amb18548476	http://www.ambinter.com/reference/18548476
Aurora Fine Chemicals LLC	A00.146.978	http://online.aurorafinechemicals.com/info?ID=A00.146.978
Chemspace	CSSB00000074746	https://chem-space.com/CSSB00000074746
Clearsynth	CS-T-35667	https://www.clearsynth.com/en/CST35667.html
Debye Scientific	DB-126827	http://www.debyesci.com/cas_642-44-4.html
Exclusive Chemistry Ltd	Aminometradine	http://www.exchemistry.com/chem-catalog/product-1454.html
Exclusive Chemistry Ltd	EC-000.1454	https://exchemistry.com/chem-catalog/product-1454.html
Lab Network	LN01094980	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01094980
R&D Chemicals	EC-000.1454	http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=6974
Sigma-Aldrich	PH006926_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/ph006926
Smolecule	S518524	http://www.smolecule.com/products/s518524
THE BioTek	bt-259357	https://www.thebiotek.com/product/inhibitors/bt-259357

PubMed

Title	Date	PubMed
Therapeutic and toxic effects of enteric-coated aminometramide.	1956 Aug	13339790
Aminometradine in treatment of congestive heart failure.	1956 May 12	13316073
Laboratory and clinical observations on three similar diuretic agents: aminophylline, aminometradine (mictine) and aminoisometradine (rolicton).	1957 Dec	13487573

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:16:17 UTC 2023` Edited by `admin` on `Fri Dec 15 15:16:17 UTC 2023`
Record UNII	PPM8SX5Q3V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMINOMETRADINE

Official Name

English

1-ALLYL-6-AMINO-3-ETHYLURACIL

Systematic Name

English

AMINOMETRADINE [MART.]

Common Name

English

AMINOMETRADINE [MI]

Common Name

English

Aminometradine [WHO-DD]

Common Name

English

aminometradine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C448