Pyrimethamine → Pterin

HRID 650513

Reaction equation

HRID 650513 reaction equation
C([O-])(=O)CC[C@H](NC(C1C=CC(NC[C:17]2[CH2:18][NH:19][C:20]3[N:21]=[C:22]([NH:24][C:25]([C:27]=3[N:28]=2)=[O:26])[NH2:23])=CC=1)=O)C(O)=O.CN(C1C=CC(C(N[C@H](C(O)=O)CCC(O)=O)=O)=CC=1)CC1C=NC2N=C(N)N=C(N)C=2N=1.C1C(C(N[C@H](C(O)=O)CCC(O)=O)=O)=CC=C(NCC2C=NC3N=C(N)N=C(N)C=3N=2)C=1.NC1N=C(N)C(C2C=CC(Cl)=C(Cl)C=2)=C(C)N=1.CC1C2C(N)=NC(N)=NC=2C=CC=1CNC1C=C(OC)C(OC)=C(OC)C=1.CCC1N=C(N)N=C(N)C=1C1C=CC(Cl)=CC=1.COC1C=C(CC2C=NC(N)=NC=2N)C=C(OC)C=1OC.C1C2C(N=C(N)NC=2NCC1CCC1C=CC(C(N[C@H](C(O)=O)CCC(O)=O)=O)=CC=1)=O>>[N:21]1[C:20]2[C:27](=[N:28][CH:17]=[CH:18][N:19]=2)[C:25](=[O:26])[NH:24][C:22]=1[NH2:23]

Participants

8

Reactant 7

HCID 4993PyrimethamineHCID 5578TrimethoprimHCID 126941MethotrexateHCID 169371AminopterinHCID 867537522,4-Diamino,5-(3',4'-dichlorophenyl),6-methylpyrimidine trimetrexateHCID 136400727(4S)-4-[[4-[(2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-hydroxy-5-oxopentanoateHCID 178508907HCID 178508907, compound

Product 1

HCID 135398660Pterin

Procedure

When in the above examples, other dihydrofolate reductase inhibitors replace methotrexate, e.g. aminopterin or 10-propargyl-5,8-dideazafolate or 2,4-diamino,5-(3′,4′-dichlorophenyl),6-methylpyrimidine trimetrexate, or pyrimethamine or trimethoprim or pyritrexim 5,10-dideazatetrahydrofolate or 10-ethyl,10-deaza-aminopterin, similar results of pterin salvage pathway blocking are obtained.

Sources & evidence

ORD record
ord-4224377c79fb41899e21878a6340b40e
Source dataset
uspto-grants-2001_08
Patent number
US06274581B1

Linked notes

Loading…