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3432-99-3-Folitixorin Folitixorin

Folitixorin

For research use only. Not for therapeutic Use.

  • CAT Number: I010183
  • CAS Number: 3432-99-3
  • Molecular Formula: C20H23N7O6
  • Molecular Weight: 457.447
  • Purity: ≥95%
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Related Small Molecules: Penta-N-acetylchitopentaose     Asp-AMS     Aminopyrazine carboxamide    

Folitixorin(CAT: I010183), also known as leucovorin calcium or calcium folinate, is a derivative of folic acid. It serves as a metabolic precursor in the synthesis of thymidylate and purine nucleotides. Folitixorin is commonly used as a rescue agent in high-dose methotrexate therapy to reduce toxic effects and enhance the efficacy of the treatment. It acts by bypassing the dihydrofolate reductase (DHFR) step, allowing the production of necessary cellular components. Additionally, folitixorin is utilized in the treatment of certain types of anemia and as adjuvant therapy in colorectal cancer.


Catalog Number I010183
CAS Number 3432-99-3
Synonyms

ANX-510;Folitixorin

Molecular Formula C20H23N7O6
Purity ≥95%
Target Endogenous Metabolite
Storage -20°C
Overview of Clinical Research

Originator: Merck Eprova<br />
Developer: Isofol Medical<br />
Class: 3-ring heterocyclic compounds; Antineoplastics; Chemoprotectants; Chemosensitisers; Folic-acids; Imidazolidines; Pyrimidinones; Small molecules; Tetrahydrofolates<br />
Mechanism of Action: Antimetabolites; Thymidylate synthase inhibitors<br />
Orphan Drug Status: No<br />
New Molecular Entity: No<br />

IUPAC Name (2S)-2-[[4-(3-amino-1-oxo-4,5,6,6a,7,9-hexahydroimidazo[1,5-f]pteridin-8-yl)benzoyl]amino]pentanedioic acid
InChI InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1
InChIKey QYNUQALWYRSVHF-ABLWVSNPSA-N
SMILES C1C2CN(CN2C3=C(N1)NC(=NC3=O)N)C4=CC=C(C=C4)C(=O)NC(CCC(=O)O)C(=O)O
Reference

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1. Costantini, Carrie L.; Reid, Tony R.; Bouvet, Michael. Resection of hepatic metastasis after 5-fluorouracil and CoFactor for colon cancer. Hepato-Gastroenterology (2009), 56(91-92), 645-649. CODEN: HEGAD4 ISSN:0172-6390. CAN 152:183523 AN 2009:892897<br />
2. Schlemmer, Marcus; Kuehl, Michael; Schalhorn, Andreas; Rauch, Josefine; Jauch, Karl-W.; Hentrich, Marcus. Tissue Levels of Reduced Folates in Patients with Colorectal Carcinoma After Infusion of Folinic Acid at Various Dose Levels. Clinical Cancer Research (2008), 14(23), 7930-7934. CODEN: CCREF4 ISSN:1078-0432. CAN 150:555085 AN 2008:1433512<br />
3. Etienne-Grimaldi, Marie-Christine; Francoual, Mireille; Formento, Jean-Louis; Milano, Gerard. Methylenetetrahydrofolate reductase (MTHFR) variants and fluorouracil-based treatments in colorectal cancer. Pharmacogenomics (2007), 8(11), 1561-1566. CODEN: PARMFL ISSN:1462-2416. CAN 148:298717 AN 2008:73337<br />
4. Sakamoto, Etsuko; Tsukioka, Sayaka; Oie, Shinji; Kobunai, Takashi; Tsujimoto, Hiroaki; Sakamoto, Kazuki; Okayama, Yoshihiro; Sugimoto, Yoshikazu; Oka, Toshinori; Fukushima, Masakazu; Oka, Tatsuzo. Folylpolyglutamate synthase and  -glutamyl hydrolase regulate leucovorin-enhanced 5-fluorouracil anticancer activity. Biochemical and Biophysical Research Communications (2008), 365(4), 801-807. CODEN: BBRCA9 ISSN:0006-291X. CAN 148:112627 AN 2007:1447179<br />
5. Guillem, V. M.; Collado, M.; Terol, M. J.; Calasanz, M. J.; Esteve, J.; Gonzalez, M.; Sanzo, C.; Nomdedeu, J.; Bolufer, P.; Lluch, A.; Tormo, M. Role of MTHFR (677, 1298) haplotype in the risk of developing secondary leukemia after treatment of breast cancer and hematological malignancies. Leukemia (2007), 21(7), 1413-1422. CODEN: LEUKED ISSN:0887-6924. CAN 148:182768 AN 2007:661505<br />
6. Lu, Wenyun; Kwon, Yun Kyung; Rabinowitz, Joshua D. Isotope Ratio-Based Profiling of Microbial Folates. Journal of the American Society for Mass Spectrometry (2007), 18(5), 898-909. CODEN: JAMSEF ISSN:1044-0305. CAN 147:26286 AN 2007:481559<br />
7. Brody, Jonathan R.; Gallmeier, Eike; Yoshimura, Kiyoshi; Hucl, Tomas; Kulesza, Peter; Canto, Marcia I.; Hruban, Ralph H.; Schulick, Richard D.; Kern, Scott E. A proposed clinical test for monitoring fluoropyrimidine therapy: detection and stability of thymidylate synthase ternary complexes. Cancer Biology &amp; Therapy (2006), 5(8), 923-927. CODEN: CBTAAO ISSN:1538-4047. CAN 146:197623 AN 2006:1343787<br />
8. Saif, Muhammad Wasif; Merritt, James; Robbins, Joan; Stewart, Jeffrey; Schupp, Joachim. Phase III multicenter randomized clinical trial to evaluate the safety and efficacy of CoFactor/5-fluorouracil/bevacizumab versus leucovorin/5-fluorouracil/bevacizumab as initial treatment for metastatic colorectal carcinoma. Clinical Colorectal Cancer (2006), 6(3), 229-234. CODEN: CCCLCF ISSN:1533-0028. CAN 146:176394 AN 2006:1166445<br />
9. Chattopadhyay, Shrikanta; Zhao, Rongbao; Krupenko, Sergey A.; Krupenko, Natalia; Goldman, I. David. The inverse relationship between reduced folate carrier function and Pemetrexed activity in a human colon cancer cell line. Molecular Cancer Therapeutics (2006), 5(2), 438-449. CODEN: MCTOCF ISSN:1535-7163. CAN 144:403910 AN 2006:183633<br />
10. Tan, Xiao-Jian; Carlson, Heather A. Docking Studies and Ligand Recognition in Folylpolyglutamate Synthetase. Journal of Medicinal Chemistry (2005), 48(24), 7764-7772. CODEN: JMCMAR ISSN:0022-2623. CAN 144:65904 AN 2005:1163384<br />

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