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Details

Stereochemistry EPIMERIC
Molecular Formula C21H25N7O6.2Na
Molecular Weight 517.446
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KETOTREXATE DISODIUM

SMILES

[Na+].[Na+].CN1C(CCNC2=CC=C(C=C2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNC3=C1C(=O)N=C(N)N3

InChI

InChIKey=PASPSZYIMAFFFK-HNYZGNTBSA-L
InChI=1S/C21H27N7O6.2Na/c1-28-13(10-24-17-16(28)19(32)27-21(22)26-17)8-9-23-12-4-2-11(3-5-12)18(31)25-14(20(33)34)6-7-15(29)30;;/h2-5,13-14,23H,6-10H2,1H3,(H,25,31)(H,29,30)(H,33,34)(H4,22,24,26,27,32);;/q;2*+1/p-2/t13?,14-;;/m0../s1

HIDE SMILES / InChI
KETOTREXATE is an antifolate developed to overcome methotrexate (MTX) resistance. However, it demonstrated such potential only in MTX-resistant sensitive L1210/FR8 leukemia cells and its clinical development was discontinued. Unlike MTX, KETOTREXATE exhibited minimal inhibition of purified dihydrofolate reductase, which implies that it does not act as a classical antifolate.

Approval Year

PubMed

PubMed

TitleDatePubMed
Disposition of 5-methyltetrahydrohomofolate in mice, dogs, and monkeys.
1979 Feb
Disposition of 5-methyltetrahydrohomofolate and methotrexate in rats.
1981 Jan-Feb
Clinical pharmacokinetics of 5-methyltetrahydrohomofolate.
1983 Feb
5-Methyltetrahydrohomofolate.
1987
Name Type Language
KETOTREXATE DISODIUM
Common Name English
L-GLUTAMIC ACID, N-(4-((2-(2-AMINO-1,4,5,6,7,8-HEXAHYDRO-5-METHYL-4-OXO-6-PTERIDINYL)ETHYL)AMINO)BENZOYL)-, DISODIUM SALT
Systematic Name English
EMFOLIN SODIUM
Common Name English
NSC-139490
Code English
5-METHYLTETRAHYDROHOMOFOLATE DISODIUM
Common Name English
Code System Code Type Description
FDA UNII
129MT3SP3E
Created by admin on Fri Dec 15 15:23:42 GMT 2023 , Edited by admin on Fri Dec 15 15:23:42 GMT 2023
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NSC
139490
Created by admin on Fri Dec 15 15:23:42 GMT 2023 , Edited by admin on Fri Dec 15 15:23:42 GMT 2023
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CAS
52386-42-2
Created by admin on Fri Dec 15 15:23:42 GMT 2023 , Edited by admin on Fri Dec 15 15:23:42 GMT 2023
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PUBCHEM
135475347
Created by admin on Fri Dec 15 15:23:42 GMT 2023 , Edited by admin on Fri Dec 15 15:23:42 GMT 2023
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