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58-05-9

58-05-9 structure
58-05-9 structure
  • Name: Folinic acid
  • Chemical Name: 5-formyltetrahydrofolic acid
  • CAS Number: 58-05-9
  • Molecular Formula: C20H23N7O7
  • Molecular Weight: 473.43900
  • Catalog: API Vitamins and minerals Vitamin C drugs
  • Create Date: 2018-07-03 19:31:22
  • Modify Date: 2024-01-02 11:47:54
  • Folinic acid is an adjuvant used in cancer chemotherapy involving the drug methotrexate.Target: AntifolateFolinic acid is a 5-formyl derivative of tetrahydrofolic acid. It is readily converted to other reduced folic acid derivatives (e.g., tetrahydrofolate), and, thus, has vitamin activity that is equivalent to that of folic acid. Since it does not require the action of dihydrofolate reductase for its conversion, its function as a vitamin is unaffected by inhibition of this enzyme by drugs such as methotrexate. In 1980s, however, folinic acid was found to reactivate the dihydrofolate reductase itself even when methotrexate exists. Although the mechanism is not very clear, the polyglutamylation of methotrexate and dihydrofolate in malignant cells is considered to play an important role in the selective reactivation of dihydrofolate reductase by folinic acid in normal cells [1]. Folinic acid is generally administered along with MTX as a rescue agent to decrease MTX-induced toxicity. However, information regarding the inhibitory effect of folinic acid against cytogenetic damage caused by MTX is limited. This study was conducted to assess the cytogenetic effect of MTX and its inhibition by folinic acid (FA) using the micronucleus and chromosomal aberration assays concurrently [2].

Name 5-formyltetrahydrofolic acid
Synonyms 5-formyl tetrahydrofolate
Folinic acid
MFCD00867488
sodium salt of 4-amino-4-deoxypteroic acid
4-Amino-4-deoxypteroic acid
EINECS 200-361-6
folic acid sodium salt
Description Folinic acid is an adjuvant used in cancer chemotherapy involving the drug methotrexate.Target: AntifolateFolinic acid is a 5-formyl derivative of tetrahydrofolic acid. It is readily converted to other reduced folic acid derivatives (e.g., tetrahydrofolate), and, thus, has vitamin activity that is equivalent to that of folic acid. Since it does not require the action of dihydrofolate reductase for its conversion, its function as a vitamin is unaffected by inhibition of this enzyme by drugs such as methotrexate. In 1980s, however, folinic acid was found to reactivate the dihydrofolate reductase itself even when methotrexate exists. Although the mechanism is not very clear, the polyglutamylation of methotrexate and dihydrofolate in malignant cells is considered to play an important role in the selective reactivation of dihydrofolate reductase by folinic acid in normal cells [1]. Folinic acid is generally administered along with MTX as a rescue agent to decrease MTX-induced toxicity. However, information regarding the inhibitory effect of folinic acid against cytogenetic damage caused by MTX is limited. This study was conducted to assess the cytogenetic effect of MTX and its inhibition by folinic acid (FA) using the micronucleus and chromosomal aberration assays concurrently [2].
Related Catalog
References

[1]. Goldman, I.D. and L.H. Matherly, Biochemical factors in the selectivity of leucovorin rescue: selective inhibition of leucovorin reactivation of dihydrofolate reductase and leucovorin utilization in purine and pyrimidine biosynthesis by methotrexate and dihydrofolate polyglutamates. NCI Monogr, 1987(5): p. 17-26.

[2]. Keshava, C., et al., Inhibition of methotrexate-induced chromosomal damage by folinic acid in V79 cells. Mutat Res, 1998. 397(2): p. 221-8.

Density 1.68g/cm3
Melting Point 245ºC (decomp)
Molecular Formula C20H23N7O7
Molecular Weight 473.43900
Exact Mass 473.16600
PSA 219.84000
LogP 1.15290
Index of Refraction 1.748
Storage condition 2-8℃

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58-05-9 structure

58-05-9

Literature: CERBIOS-PHARMA S.A. Patent: WO2005/80395 A2, 2005 ; Location in patent: Page/Page column 4-5 ;
Precursor  1

DownStream  1