Structure via PubChem · Public domain (PubChem)
raltitrexed
Sign in to saveAlso known as ICI-D-1694, Tomudex®, ZD1694, Tomudex
Raltitrexed (Thaltitrexed, Tomudex, TDX, ZD 1694) is an antimetabolite drug used in cancer chemotherapy. It is an inhibitor of thymidylate synthase, and is manufactured by AstraZeneca.
Chemical data
- Formula
- C21H22N4O6S
- Molecular weight
- 458.5 g/mol
- IUPAC name
- (2S)-2-[[5-[methyl-[(2-methyl-4-oxo-1H-quinazolin-6-yl)methyl]amino]thiophene-2-carbonyl]amino]pentanedioic acid
- SMILES
- CC1=NC(=O)C2=C(N1)C=CC(=C2)CN(C)C3=CC=C(S3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
- InChIKey
- IVTVGDXNLFLDRM-HNNXBMFYSA-N
- XLogP
- 1.4
- Polar surface area
- 177 Ų
- H-bond donors
- 4
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Admin. routes
- parenteral
- Indications
- neoplasm, mesothelioma, squamous cell carcinoma, rectum cancer
via ChEMBL · EBI
Research
831 papers- Raltitrexed in mesothelioma.Expert review of anticancer therapy · 2011
- Raltitrexed-based chemotherapy for advanced colorectal cancer.Clinics and research in hepatology and gastroenterology · 2014
- Raltitrexed: optimism and reality.Expert opinion on drug metabolism & toxicology · 2009
- Monitoring drug target engagement in cells and tissues using the cellular thermal shift assay.Science (New York, N.Y.) · 2013
- Raltitrexed: current clinical status and future directions.Annals of oncology : official journal of the European Society for Medical Oncology · 2002
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 458.126
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₁H₂₂N₄O₆S
- canonical 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
- isomeric SMILES
- CC1=NC(=O)C2=C(N1)C=CC(=C2)CN(C)C3=CC=C(S3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
- subject has role
- folic acid antagonists
- physically interacts with
- Thymidylate synthetase
- Commons category
- Raltitrexed
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- Uses
- Mechanism of action
- References
{{Drugbox | verifiedrevid = 464379925 | IUPAC_name = N-[(5-{methyl[(2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl]amino}-2-thienyl)carbonyl]-L-glutamic acid | image = Raltitrexed.svg | image_class = skin-invert-image | image2 = Raltitrexed ball-and-stick.png | image_class2 = bg-transparent
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_UK = POM | legal_US = Not available | legal_status = | routes_of_administration = Intravenous
Excerpted from Wikipedia’s “raltitrexed” article, available under the CC BY-SA 4.0 licence.