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6-amino-5-(benzylamino)pyrimidine-2,4(1H,3H)-dione, also known as Aminopterin, is a chemical compound that belongs to the class of folic acid analogs. It is characterized by its ability to inhibit the enzyme dihydrofolate reductase, which plays a crucial role in the synthesis of DNA and RNA. 6-amino-5-(benzylamino)pyrimidine-2,4(1H,3H)-dione has been utilized both as a medication and as an agricultural herbicide, showcasing its versatility in different fields.

25507-29-3

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25507-29-3 Usage

Uses

Used in Medicinal Applications:
6-amino-5-(benzylamino)pyrimidine-2,4(1H,3H)-dione is used as a chemotherapy agent for the treatment of leukemia and other malignant tumors. Its mechanism of action involves the inhibition of dihydrofolate reductase, which leads to the prevention of DNA and RNA synthesis, thereby hindering the growth and proliferation of cancer cells. However, due to its toxic side effects, Aminopterin is now rarely used in clinical settings.
Used in Agricultural Applications:
In the agricultural industry, 6-amino-5-(benzylamino)pyrimidine-2,4(1H,3H)-dione has been employed as a folate antagonist herbicide. Its role in inhibiting the enzyme dihydrofolate reductase also affects the growth of weeds, making it a potential tool for weed control. However, its use in this context has largely been replaced by safer and more effective compounds, as Aminopterin poses potential risks to the environment and non-target organisms.

Check Digit Verification of cas no

The CAS Registry Mumber 25507-29-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,5,0 and 7 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 25507-29:
(7*2)+(6*5)+(5*5)+(4*0)+(3*7)+(2*2)+(1*9)=103
103 % 10 = 3
So 25507-29-3 is a valid CAS Registry Number.

25507-29-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-amino-5-(benzylamino)-1H-pyrimidine-2,4-dione

1.2 Other means of identification

Product number -
Other names 6-amino-5-benzylaminopyrimidine-2,4(1H,3H)-dione

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25507-29-3 SDS

25507-29-3Downstream Products

25507-29-3Relevant academic research and scientific papers

Fragment Discovery for the Design of Nitrogen Heterocycles as Mycobacterium tuberculosis Dihydrofolate Reductase Inhibitors

Shelke, Rupesh U.,Degani, Mariam S.,Raju, Archana,Ray, Mukti Kanta,Rajan, Mysore G. R.

, p. 602 - 613 (2016/08/28)

Fragment-based drug design was used to identify Mycobacterium tuberculosis (Mtb) dihydrofolate reductase (DHFR) inhibitors. Screening of ligands against the Mtb DHFR enzyme resulted in the identification of multiple fragment hits with IC50 values in the range of 38–90 μM versus Mtb DHFR and minimum inhibitory concentration (MIC) values in the range of 31.5–125 μg/mL. These fragment scaffolds would be useful for anti-tubercular drug design.

Purine Studies. XXIII. Conformational Aspects of N-(6-Amino-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-formamides and Related N-Benzyl Derivatives

Fenn, David M.,Lister, John H.

, p. 1611 - 1617 (2007/10/02)

The occurrence of 'Z' and 'E' conformers in 5-formamidouracil derivatives has been investigated by 1H n.m.r. and the effect of the nature and size of the substituents on the isomer ratio studied.Also considered was the relative steric competition between

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