ADITOPRIM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H21N5O2
Molecular Weight	303.3595
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1N(C)C

InChI

InChIKey=QBQMXWZTRRWPGK-UHFFFAOYSA-N

InChI=1S/C15H21N5O2/c1-20(2)13-11(21-3)6-9(7-12(13)22-4)5-10-8-18-15(17)19-14(10)16/h6-8H,5H2,1-4H3,(H4,16,17,18,19)

HIDE SMILES / InChI

Molecular Formula	C15H21N5O2
Molecular Weight	303.3595
Charge	0
Count

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

Description
Sources: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C72651 | https://www.ncbi.nlm.nih.gov/pubmed/25663540 | https://www.ncbi.nlm.nih.gov/pubmed/8502619 | https://www.ncbi.nlm.nih.gov/pubmed/28145487

Aditoprim is a long-acting, selective, reversible inhibitor of dihydrofolate reductase with application as a broad-spectrum antibacterial agent in animals. Aditoprim is low toxic and not mutagenic.Many gram-positive and gram-negative bacteria are highly susceptible or susceptible to Aditoprim, especially Salmonella and Streptococcus, while H. parasuis and Klebsiella were moderately susceptible to Aditoprim. Phase II clinical study of Aditoprim on therapeutic effect on swine streptococcosis has demonstrated that Aditoprim is as active as compound sulfadiazine, which provides reasonable theoretical foundation for the clinical application of Aditoprim.

Approval Year

PubMed

Title	Date	PubMed
The antibacterial activities of aditoprim and its efficacy in the treatment of swine streptococcosis.	2017-02-01	28145487
Two-generation reproduction and teratology studies of feeding aditoprim in Wistar rats.	2015-12	25663540
Research note: pharmacokinetics of aditoprim in turkeys after intravenous and oral administration.	1993-05	8502619

Patents

Sample Use Guides

In Vivo Use Guide

To evaluate the reproductive toxicity and teratogenic potential of aditoprim, different concentrations of aditoprim were administered to Wistar rats by feeding diets containing 0, 20, 100 and 1000 mg kg(-1) , respectively.

Route of Administration: Oral

In Vitro Use Guide

Salmonella and Streptococcus from swine, E. coli and Salmonella from chickens, E. coli, Streptococcus, Mannheimia, and Pasteurella from calves, Streptococcus and Mannheimia from sheep, and E. coli, Flavobacterium columnare, A. baumannii and Y. ruckeri from fishes were highly susceptible to Aditoprim (MIC or MIC50 ≤ 4 ug/mL). H. parasuis from swine, S. aureus, Aeromonas punctate, Mycobacterium tuberculosis, and S. agalactiae from fishes, and Klebsiella from calves and sheep showed moderate susceptibility (MIC or MIC50 = 8~16 ug/mL), whereas E. coli, A. pleuropneumonia, Pasteurella, S. aureus, and C. perfringens from swine, S. aureus and C. perfringens from chickens, and S. aureus from calves were resistant to Aditoprim (MIC or MIC50 ≥ 32 ug/mL). The values of MBC/MIC were from 1 to 4 for Aditoprim against sensitive bacteria, which indicated that Aditoprim had a good bactericidal activity.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:25:13 GMT 2025` Edited by `admin` on `Mon Mar 31 18:25:13 GMT 2025`
Record UNII	2Z81WDX2ZH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

aditoprim [INN]

Preferred Name

English

ADITOPRIM

Official Name

English

2,4-DIAMINO-5-(4-(DIMETHYLAMINO)-3,5-DIMETHOXYBENZYL)PYRIMIDINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C52588