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Folinic acid

CAS No.
58-05-9
Chemical Name:
Folinic acid
Synonyms
LEUCOVORIN;levoleucovorin;5-formyltetrahydrofolic acid;N5-Formyl-H4F;5-formyltetrahydrofolate;Leucal;10-Formyl-7,8-dihydrofolic acid;CS-1326;Corticel;leucoverin
CBNumber:
CB5681752
Molecular Formula:
C20H23N7O7
Molecular Weight:
473.44
MDL Number:
MFCD00867488
MOL File:
58-05-9.mol
Last updated:2024-04-10 11:19:08

Folinic acid Properties

Melting point 245°C (rough estimate)
Boiling point 573.92°C (rough estimate)
alpha D20 +14.26° (c = 3.42 as anhydr Ca salt)
Density 1.4485 (rough estimate)
refractive index 1.6800 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility DMSO:172.5(Max Conc. mg/mL);364.35(Max Conc. mM)
pka 3.1, 4.8, 10.4(at 25℃)
form Solid
color Pale Yellow to Light Yellow
Water Solubility >1350g/L(25 ºC)
Stability Hygroscopic
CAS DataBase Reference 58-05-9(CAS DataBase Reference)
NCI Dictionary of Cancer Terms folinic acid
FDA UNII Q573I9DVLP

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338

Folinic acid price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ChemScene CS-2989 Folinicacid 99.90% 58-05-9 5mg $60 2021-12-16 Buy
ChemScene CS-2989 Folinicacid 99.90% 58-05-9 10mg $100 2021-12-16 Buy
AK Scientific X6774 FolinicAcid 58-05-9 25mg $187 2021-12-16 Buy
ChemScene CS-2989 Folinicacid 99.90% 58-05-9 100mg $400 2021-12-16 Buy
Medical Isotopes, Inc. 65818 LeucovorinCalciumSalt 58-05-9 1g $675 2021-12-16 Buy
Product number Packaging Price Buy
CS-2989 5mg $60 Buy
CS-2989 10mg $100 Buy
X6774 25mg $187 Buy
CS-2989 100mg $400 Buy
65818 1g $675 Buy

Folinic acid Chemical Properties,Uses,Production

Description

Folinic acid, chemical name N-[4-[(2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridyl) Methyl]amino]benzoyl-L-glutamic acid has been widely used in cancer combined chemotherapy. Folinic acid enters the human body through the ingestion and absorption pathway of folate. Folinic acid (calcium folinate) is a special form of reduced folic acid (folate).

Uses

1. It is mainly used as an antidote for folic acid antagonists (such as methotrexate, pyrimethamine or trimethoprim, etc.).2. It is used to prevent severe toxic effects caused by methotrexate overdose or high-dose treatment.3. Megaloblastic anemia caused by folic acid deficiency.4. When combined with fluorouracil, it is used to treat advanced colon cancer and rectal cancer. 

Characteristics

L-leucovorin is used as an anti-tumor antidote and anti-megaloblastic anemia adjuvant. Its dosage is 1/2 of folinic acid. L-leucovorin does not need to be reduced by dihydrofolate reductase to participate in the use of folate as a The reaction is derived from carbon units, and L-leucovorin can actively or passively pass through the cell membrane; the basic function of L-leucovorin is the same as folic acid, but the effect is better than folic acid. At the same time, L-leucovorin also has the effect of stimulating the growth and maturation of white blood cells, which can improve the growth and maturation of white blood cells. 

Pharmacology

Folic acid (pteroylglutamic acid), an essential water-soluble vitamin, consists of a pteridine ring joined to PABA (para-aminobenzoic acid) and glutamic acid.3 Folic acid is the most common of the many folate congeners that exist in nature and are essential for normal cellular metabolic functions. Folic acid is rarely called vitamin B9. After absorption, folic acid is reduced by dihydrofolic acid reductase (DHFR) to dihydrofolic acid and then tetrahydrofolic acid (THF), which accepts one-carbon groups. Tetrahydrofolic acid serves as the precursor for several biologically active forms of folic acid, including 5-formyltetrahydrofolic acid (5-formyl THF), which is best known as folinic acid, leucovorin, and citrovorum factor. 

Preparation

In a 1L reaction flask, first add 0.45L of pure water, heat to 55-60℃ with stirring, then add 15g (0.0245mol, water 16.4%) of levofolinate, keep it at 55-60℃, and stir to It is almost dissolved, and the temperature is lowered to 0-10°C first, and an aqueous sodium carbonate solution (2.6g sodium carbonate (0.0245mol) dissolved in 45mL of pure water) is added dropwise, keeping the temperature at 0-10°C, after dripping, keep warm and stir for 1 hour. The precipitated solid is filtered out, the filter cake is washed once with 20 ml of pure water, and the filtrate is the sodium levofolinate solution. Put the filtrate into a 1L reaction flask, stir and lower the temperature to 0-5°C, control the temperature of the reaction system at 0-5°C, and add 1N dilute hydrochloric acid uniformly. When the pH of the acidification end point is 2.0-2.5, stop the dripping. Stir for about 30 minutes, then stand and age for 30 minutes, filter, and wash the filter cake twice with 75 mL of pure water. The wet product is freeze-dried to obtain 9.1 g of Folinic acid. Yield: 78%

Chemical Properties

Crystals. Sparingly soluble in water.

Originator

Leucovorin calcium,AstraZeneca

Uses

Anti-anemic (folate deficiency); antidote (to folic acid antagonists).

Uses

Folinic Acid is used in combination with 5-fluorouracil in the treatment of colorectal cancers. It also functions as a useful antidotal therapy medication for decreasing the toxic effect of methotrexate overdosing.

Definition

ChEBI: A formyltetrahydrofolic acid in which the formyl group is located at position 5.

Manufacturing Process

5,10-Methenyl-5,6,7,8-tetrahydrofolic acid, chloride hydrochloride dihydrate (20 g) was added in one portion to 100 ml water at 60°C followed by N,Ndiethylethanolamine (14.9 g) which adjusted the pH to 6. The mixture was maintained at reflux for 5 hours and the pH kept between 5.7 and 6.2 by addition of N,N-diethylethanolamine. The mixture was cooled, synthetic magnesium silicate (15 g) added and slurried, and filtered through celite and diluted with 40 ml SD3A (95% ethanol with 5% methanol). The filtrate was kept at -5°C for 16 hours, aqueous calcium chloride (4.0 g) was added dropwise to the cold filtrate, and the precipitate filtered, washed with SD3A (100 ml) and with ethyl acetate (100 ml) and dried under reduced pressure.

brand name

Wellcovorin (GlaxoSmithKline).

Therapeutic Function

Antidote (folic acid antagonists), Antianemic

Folinic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 128)Suppliers
Supplier Tel Email Country ProdList Advantage
airuikechemical co., ltd.
+undefined86-15315557071 sales02@airuikechemical.com China 994 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

Related articles

  • What is Folinic acid?
  • Folinic acid is used to prevent severe toxic effects caused by methotrexate overdose or high-dose treatment.
  • Aug 5,2021

View Lastest Price from Folinic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
folinic acid pictures 2024-04-10 folinic acid
58-05-9
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Folinic Acid pictures 2023-03-06 Folinic Acid
58-05-9
US $11.00 / Kg/Bag 1g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
Folinic acid pictures 2022-09-27 Folinic acid
58-05-9
US $20.00 / kg 1kg 99% 5000 Ton Hebei Duling International Trade Co. LTD
  • folinic acid pictures
  • folinic acid
    58-05-9
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.
  • Folinic Acid pictures
  • Folinic Acid
    58-05-9
  • US $11.00 / Kg/Bag
  • 99%
  • Hebei Guanlang Biotechnology Co,.LTD
  • Folinic acid pictures
  • Folinic acid
    58-05-9
  • US $20.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD

Folinic acid Spectrum

5-formyl-5,6,7,8-tetrahydropteroyl-l-glutamicacid leucoverin 5-formyl-5,6,7,8-tetrahydrofolate N5-formyl-5,6,7,8-tetrahydrofolate N5-formyl-tetrahydrofolate 2-[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid (6R,S)-5-Formyltetrahydrofolate 5-Formyl-5,6,7,8-tetrahydrofolic acid 5-Formyltetrahydropteroylglutamic acid Glutamic acid, N-[p-[[(2-amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-, L- (8CI) L-Glutamic acid, N-[4-[[(2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]- (9CI) l-Leucovorin N5-Formyl-5,6,7,8-tetrahydrofolic acid N5-Formyltetrahydrofolic acid Welcovorin N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxopteridin-6-yl)methyl]amino]benzoyl]-L-glutamic acid N-[4-[[[2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxopteridin-6-yl]methyl]amino]benzoyl]-L-glutamic acid (+)-N-[4-[[[(6R)-2-Amino-5-formyl-3,4,5,6,7,8-hexahydro-4-oxopteridin-6-yl]methyl]amino]benzoyl]-L-glutamic acid (6R)-5-Formyltetrahydrofolic acid (6R)-Leucovorin (R)-Leucovorin N-[4-[[[[(6R)-2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxopteridin]-6-yl]methyl]amino]benzoyl]-L-glutamic acid FOLINIC ACID LEUKOVORIN (2S)-2-[[4-[(2-Amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid Metypresol Corticel Asmacortone 6-Methylprednisolone succinate sodium Leucovorin D4 Folinic acid calcium hydrate salt Leucovorin (Folinic acid) Folinic acid USP/EP/BP 5-formyltetrahydrofolicaci Folic Acid Impurity 37(Folinic Acid) L-Glutamic acid, N-[4-[[(2-amino-5-formyl-3,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]- Folinic acid, leucovorin CS-1326 5-formyltetrahydrofolate 5-formyltetrahydrofolic acid N5-Formyl-H4F 10-Formyl-7,8-dihydrofolic acid Leucal levoleucovorin LEUCOVORIN 58-05-9 58-09-6 C21H24N6O7 Pharmaceutical Raw Materials