Calcium levofolinate

Base Information

• Chemical Name: Calcium levofolinate
• CAS No.: 80433-71-2
• Molecular Formula: C₂₀H₂₁N₇O₇*Ca
• Molecular Weight: 511.507
• Mol file: 80433-71-2.mol

Synonyms:CL 307,782;Isovorin;Levoleucovorin calcium [USAN];Calcium N-(p-((((6S)-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamate (1:1);L-Glutamic acid, N-(4-(((2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, calcium salt (1:1), (S)-;S-Calcium levofolinate;L-Leucovorin Calcium;Calcium Levofol;

Chemical Property of Calcium levofolinate

Chemical Property:

• Appearance/Colour: off-white to light beige amorphous powder
• Melting Point: 240-250 °C (dec)
• PSA: 225.50000
• LogP: -1.51650
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Slightly soluble in water, practically insoluble in acetone and in ethanol (96 per cent).

Purity/Quality:

99% ^*data from raw suppliers

Calcium levofolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Calcium L-leucovorin is a new anti-tumor drug, mainly used to treat osteosarcoma after high-dose methotrexate treatment and the symptoms related to folic acid antagonism. Levoleucovorin can also be used to treat giant cell anemia caused by folic acid deficiency. It can also be used in combination with fluorouracil to prolong the survival of patients with advanced colon cancer or relieve symptoms. It is an intermediate product of the metabolism of Folic Acid; the active form into which that acid is converted in the body, ascorbic acid being a necessary factor in the conversion process. intermediate from Folic Acid metabolism Calcium levofolinate is a pharmaceutical drug that is used in biological studies for the treatment of colorectal cancer.
• Indications: Levoleucovorin calcium is mainly used as an adjuvant drug for tumor chemotherapy in addition to megaloblastic anemia caused by various reasons. (1) The rescue therapy of high-dose methotrexate combined with levofolinate calcium is used to counter the resistance of tumor cells to methotrexate, and it can also antagonize the toxicity of methotrexate to normal cells; (2) Left sub The combination of calcium folic acid and 5?Fu enhances its therapeutic effect and prolongs the survival time of palliative treatment of advanced colorectal cancer.
• Description: L-Folinic acid is a reduced folic acid and isomer of DL-folinic acid . DL-Folinic acid is a racemic mixture of D-folinic acid and L-folinic acid that has been used to prevent toxicity following therapy with high-dose methotrexate , to enhance the antitumor activity of 5-fluorouracil , and as a folate supplement. Clinical studies demonstrate that formulations containing L-folinic acid have similar efficacy and tolerability as those contianing DL-folinic acid and have been used interchangeably for modification of antitumor activity of 5-fluorouracil, while D-folinic acid is inactive.
• Clinical Use: #N/A
• Drug interactions: Potentially hazardous interactions with other drugs Antiepileptics: possibly reduces fosphenytoin, phenytoin, primidone and phenobarbital levels. Cytotoxics: avoid with raltitrexed. Should not be administered simultaneously with a folic acid antagonist as this may nullify the effect of the antagonist.

Technology Process of Calcium levofolinate

There total 5 articles about Calcium levofolinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 49.0%

<5,10-Metheno-5,6,7,8-tetrahydrofolsaeure>(1+)Cl(1-) → calcium folinate (1492-18-8,67005-79-2,80433-71-2,115940-48-2,137693-89-1,137693-90-4,137693-91-5,138457-37-1,138457-38-2)

Guidance literature:

With sodium hydroxide; phosphate buffer pH₇; for 5h; Heating;

Reference yield: 48.0%

(6R)-5,10-methylylidenetetrahydrofolic acid chloride (65981-90-0) → (6S)-5-formyltetrahydrofolic acid calcium salt (1492-18-8,67005-79-2,80433-71-2,115940-48-2,137693-89-1,137693-90-4,137693-91-5,138457-37-1,138457-38-2)

Guidance literature:

With water; calcium chloride; Heating;

DOI:10.1016/S0040-4020(01)87409-3

Reference yield: 42.7%

(6S,S)-5,6,7,8-tetrahydrofolic acid (135-16-0,15582-28-2,29347-89-5,71963-69-4,74708-38-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → calcium 5-methyl-(6S)-tetrahydrofolic acid 6(S)-5-methyl tetrahydrofolate + (6S)-5-formyltetrahydrofolic acid calcium salt (1492-18-8,67005-79-2,80433-71-2,115940-48-2,137693-89-1,137693-90-4,137693-91-5,138457-37-1,138457-38-2)

Guidance literature:

(6S,S)-5,6,7,8-tetrahydrofolic acid; formaldehyd; With sodium hydroxide; In water; for 0.5h; pH=9;

With potassium borohydride; In water; at 15 ℃; for 4h; pH=9;

DOI:10.1007/s11164-012-0751-2

upstream raw materials:

(6R)-5,10-methylylidenetetrahydrofolic acid chloride

(6S,S)-5,6,7,8-tetrahydrofolic acid

formaldehyd

Refernces

• 1、 Kuge, Yukihiro,Inoue, Kunimi,Ando, Kyoji,Eguchi, Tamotsu,Oshiro, Takashi,et al.. "Large-scale Chemoenzymic Synthesis of Calcium (6S)-5-Formyl-5,6,7,8-tetrahydrofolate using the NADPH Recycling Method". . p. 1427 - 1432. Retrieved 2007/10/02.
• 2、 Brunner, Henri,Huber, Christian. "Asymmetric Catalysis, 67. - Diastereoselective Hydrogenation of Folic Acid with Optically Active Rhodium(I)-Diphosphane Complexes". . p. 2085 - 2094. Retrieved 2007/10/02.