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.
Catalog Number | A000990 |
CAS Number | 112887-68-0 |
Synonyms | Tomudex; 112887-68-0; ZD1694; ZD-1694; ICI-D1694 |
Molecular Formula | C21H22N4O6S |
Purity | ≥95% |
Target | DNA Synthesis |
Solubility | Soluble in DMSO > 10 mM |
Storage | -20°C |
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 |
InChIKey | IVTVGDXNLFLDRM-HNNXBMFYSA-N |
SMILES | CC1=NC(=O)C2=C(N1)C=CC(=C2)CN(C)C3=CC=C(S3)C(=O)NC(CCC(=O)O)C(=O)O |
Reference | 1: Cui W, Fan W, Zhang Q, Wen J, Huang Y, Yang J, Li J, Wang Y. Comparison of two 2: Kim S, Bisch A, Montange D, Paillard MJ, Nguyen T, Jary M, Jacquin M, 3: Qiu C, Li Y, Liang X, Qi Y, Chen Y, Meng X, Zheng H, Xu Y, Cai S, Cai G, Liu 4: Guo JH, Zhang HY, Gao S, Zhang PJ, Li XT, Chen H, Wang XD, Zhu X. Hepatic 5: Choi YM, Yeo HK, Park YW, Lee JY. Structural Analysis of Thymidylate Synthase 6: Zhao C, Fan L, Qi F, Ou S, Yu L, Yi X, Ni B, Zheng Z, Lu J, Zhang C, Chen C, 7: Zhao H, Zhang Y, Sun J, Zhan C, Zhao L. Raltitrexed Inhibits HepG2 Cell <br> 9: Zhao P, Ding Z, Tang L, Zhou X. Preliminary investigation of intraperitoneal 10: Li XY, Liu L, Xie XM, Zhou C. The role of raltitrexed/cisplatin with |