Raltitrexed, also known as ZD 1694, is an antimetabolite drug used in treatment of colorectal cancer since 1998. It may also be used in the treatment of malignant mesothelioma. It is an inhibitor of thymidylate synthase, and is manufactured by AstraZeneca. Raltitrexed is a quinazoline folate analogue with antineoplastic activity. After transport into cells via the reduced folate carrier, raltitrexed undergoes intracellular polyglutamation and blocks the folate-binding site of thymidylate synthase, thereby inhibiting tetrahydrofolate activity and DNA replication and repair and resulting in cytotoxicity.
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Name | Raltitrexed |
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Iupac Chemical Name | (S)-2-(5-(methyl((2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl)amino)thiophene-2-carboxamido)pentanedioic acid |
Synonyms | D1694; ICID1694; ZD1694; ZD 1694; ZD-1694; TDX; brand name: Tomudex |
Molecular Formula | C21H22N4O6S |
Molecular Weight | 458.49 |
Smile | CN(C1=CC=C(S1)C(=O)N[C@H](C(=O)O)CCC(=O)O)CC=1C=C2C(N=C(NC2=CC1)C)=O |
InChiKey | IVTVGDXNLFLDRM-HNNXBMFYSA-N |
InChi | InChI=1S/C21H22N4O6S/c1-11-22-14-4-3-12(9-13(14)19(28)23-11)10-25(2)17-7-6-16(32-17)20(29)24-15(21(30)31)5-8-18(26)27/h3-4,6-7,9,15H,5,8,10H2,1-2H3,(H,24,29)(H,26,27)(H,30,31)(H,22,23,28)/t15-/m0/s1 |
CAS Number | 112887-68-0 |
Related CAS |
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Formulation | crystalline solid |
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Purity | 98% |
Storage | 3 years -20ºCpowder |
Solubility | Soluble in DMSO |
Handling | |
Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. |
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Cell study | |
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Clinical study |