Phototrexate

trans-Phototrexate

Clinical data
ATC code	None
Identifiers
IUPAC name (2S)-2-[(4-[(2,4-Diaminoquinazolin-6-yl)diazenyl]benzoyl)amino]pentanedioic acid
E number	{{#property:P628}}
CompTox Dashboard (EPA)	{{#property:P3117}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C20H19N7O5
Molar mass	g·mol−1
3D model (JSmol)	Interactive image
SMILES C1(=NC(=NC2=C1C=C(C=C2)N=NC3=CC=C(C=C3)C(=O)N[[email protected]@H](CCC(=O)O)C(=O)O)N)N
InChI InChI=1S/C20H19N7O5/c21-17-13-9-12(5-6-14(13)24-20(22)25-17)27-26-11-3-1-10(2-4-11)18(30)23-15(19(31)32)7-8-16(28)29/h1-6,9,15H,7-8H2,(H,23,30)(H,28,29)(H,31,32)(H4,21,22,24,25)/t15-/m0/s1 Key:IODLJULYGHWOLC-HNNXBMFYSA-N

Phototrexate is a photopharmacological agent that behaves as light-regulated inhibitor of the dihydrofolate reductase (DHFR). It is a photoisomerizable structural analogue of the chemotherapy agent methotrexate. Pharmacological effects of phototrexate can be switched on and off by UVA and visible light, respectively. Phototrexate is almost inactive in its trans configuration while it behaves as a potent antifolate in its cis configuration. It can also spontaneously self-deactivate in the dark.

cis-Phototrexate

See also

• Cancer
• Psoriasis
• Psoriatic arthritis

References

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WikiMD Resources - Phototrexate

Latest research (Pubmed)

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