An inhibitor of thymidylate synthase
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Raltitrexed

Item No. 26079

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[5-[[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-2-thienyl]carbonyl]-L-glutamic acid
CAS Number
112887-68-0
Synonyms
  • ICI-D 1694
  • ZD 1694
Molecular Formula
C21H22N4O6S
Formula Weight
458.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 92 mg/ml at 25° CEthanol: <1 mg/ml at 25° CMethanol: (warmed) solubleWater: <1 mg/ml at 25° C
λmax
226, 266, 341 nm
SMILES
CC1=NC(C2=C(C=CC(CN(C)C3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)S3)=C2)N1)=O
InChi Code
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
InChi Key
IVTVGDXNLFLDRM-HNNXBMFYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Cayman Chemical
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    Product Description

    Raltitrexed is an inhibitor of thymidylate synthase (Ki = 62 nM).1 It inhibits the growth of L1210 mouse lymphocytic leukemia cells in vitro (IC50 = 8 nM) as well as reduces thymidylate synthase activity and completely eliminates tumors in a mouse L1210:ICR ascitic tumor model when administered at a dose of 4 mg/kg, effects that can be reversed by administration of thymidine. It also reduces tumor growth and the number of metastases in an HCT116-luc mouse xenograft model.2 Formulations containing raltitrexed have been used in the treatment of advanced colorectal cancers.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jackman, A.L., Taylor, G.A., Gibson, W., et al. ICI D1694, a quinazoline antifolate thymidylate synthase inhibitor that is a potent inhibitor of L1210 tumor cell growth in vitro and in vivo: A new agent for clinical study. Cancer Res. 51(20), 5579-5586 (1991).

    2. Qiu, C., Li, Y., Liang, X., et al. A study of peritoneal metastatic xenograft model of colorectal cancer in the treatment of hyperthermic intraperitoneal chemotherapy with Raltitrexed. Biomed Pharmacother. 92, 149-156 (2017).