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Merck

F7878

Folinic acid calcium salt hydrate

analytical standard

Synonym(s):

5-Formyl-5,6,7,8-tetrahydrofolic acid calcium salt, 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid calcium salt, 5-HCO-H4PteGlu, Calcium folinate, Citrovorum factor calcium salt, Leucovorin calcium salt

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About This Item

Empirical Formula (Hill Notation):
C20H21CaN7O7 · xH2O
CAS Number:
1492-18-8
Molecular Weight:
511.50 (anhydrous basis)
MDL number:
MFCD00149463
UNSPSC Code:
41116107
PubChem Substance ID:
24894951
NACRES:
NA.24
Beilstein/REAXYS Number:
5723924

Product Name

Folinic acid calcium salt hydrate, analytical standard

SMILES string

[Ca++].[H]O[H].[H]C(=O)N1C(CNc2ccc(cc2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNc3nc(N)nc(O)c13

InChI

1S/C20H23N7O7.Ca/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30;/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32);/q;+2/p-2/t12?,13-;/m0./s1

InChI key

KVUAALJSMIVURS-ZEDZUCNESA-L

biological source

synthetic (organic)

grade

analytical standard

assay

≥90.0%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

yellow to orange

mp

240-250 °C

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

100

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Application

Calcium folinate offsets the effects of folic acid antagonists that act by binding dihydrofolate reductase and blocking the conversion of folic acid to tetrahydrofolate. In medicine, calcium folinate is used after treatment with methotrexate to reduce the toxicity of the methotrexate. Calcium folinate is also used to enhance the cytotoxic effect of 5-fluorouracil in the treatment of cancer.
Folinic acid calcium salt hydrate has been used as a test compound to study its effects on microglia involved in neuro-inflammation using enzyme-linked immunosorbent assay (ELISA) technique.
Folinic acid calcium salt hydrate has been used as a test compound to study its effects on microglia involved in neuro-inflammation using enzyme-linked immunosorbent assay (ELISA) technique. Folinic acid calcium salt hydrate may be used as an analytical reagent for the quantification of methotrexate its metabolites in biological samples using turbulent flow chromatography with tandem mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Folinic acid calcium salt hydrate is a drug, widely used for the treatment of cancer, since it can reduce toxic side effects and helps to improve drug accumulation in tumor tissues.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4236V
WXBF0751V
WXBF1931V
WXBD7643V
WXBD9506V

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Development and validation of a turbulent flow chromatography and tandem mass spectrometry method for the quantitation of methotrexate and its metabolites 7-hydroxy methotrexate and DAMPA in serum
Schofield.CR, et al.
Journal of Chromatography. B, Biomedical Applications, 1002, 169-175 (2015)
Preparation, characterization and physicochemical properties of DOPE-PEG2000 stabilized oleic acid-soy lecithin liposomes (POLL)
Suk ERV and Misran M
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 513, 267-273 (2017)
The combination of vitamins and omega-3 fatty acids has an enhanced anti-inflammatory effect on microglia
Kurtys E, et al.
Neurochemistry International, 99, 206-214 (2016)
Le-Chi Ye et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(16), 1931-1938 (2013-04-10)
To assess the effects of cetuximab plus chemotherapy as first-line treatment for unresectable colorectal liver metastases (CLMs). After resection of their primary tumors, patients with KRAS wild-type synchronous nonresectable liver-limited metastases from colorectal cancer were randomly assigned to receive chemotherapy
Shuji Ogino et al.
Journal of the National Cancer Institute, 105(23), 1789-1798 (2013-11-16)
Somatic mutations in PIK3CA (phosphatidylinositol-4,5-bisphosphonate 3-kinase [PI3K], catalytic subunit alpha gene) activate the PI3K-AKT signaling pathway and contribute to pathogenesis of various malignancies, including colorectal cancer. We examined associations of PIK3CA oncogene mutation with relapse, survival, and treatment efficacy in
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