Description Uses Characteristics Pharmacology Preparation
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Folinic acid

Description Uses Characteristics Pharmacology Preparation
Product Name
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
Formula Weight
473.44
MOL File
58-05-9.mol
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Folinic acid Property

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
InChIKey
VVIAGPKUTFNRDU-ABLWVSNPSA-N
SMILES
C(O)(=O)[C@H](CCC(O)=O)NC(=O)C1=CC=C(NCC2CNC3=C(N2C=O)C(=O)NC(N)=N3)C=C1
CAS DataBase Reference
58-05-9(CAS DataBase Reference)
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Safety

Hazardous Substances Data
58-05-9(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-2989
Product name
Folinicacid
Purity
99.90%
Packaging
5mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-2989
Product name
Folinicacid
Purity
99.90%
Packaging
10mg
Price
$100
Updated
2021/12/16
AK Scientific
Product number
X6774
Product name
FolinicAcid
Packaging
25mg
Price
$187
Updated
2021/12/16
ChemScene
Product number
CS-2989
Product name
Folinicacid
Purity
99.90%
Packaging
100mg
Price
$400
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
65818
Product name
LeucovorinCalciumSalt
Packaging
1g
Price
$675
Updated
2021/12/16
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Folinic acid Chemical Properties,Usage,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

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View Lastest Price from Folinic acid manufacturers

Watson Biotechnology Co.,Ltd
Product
Folinic Acid 58-05-9
Price
US $0.00/kg
Min. Order
0.01kg
Purity
99%
Supply Ability
10KG
Release date
2024-09-19
airuikechemical co., ltd.
Product
folinic acid 58-05-9
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-10
Hebei Chuanghai Biotechnology Co,.LTD
Product
Folinic Acid 58-05-9
Price
US $11.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21

58-05-9, Folinic acidRelated Search:


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