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Folinic acid information


Folinic acid
Skeletal formula of folinic acid
Ball-and-stick model of the folinic acid molecule
Clinical data
PronunciationLeucovorin /ˌljkˈvɔːrɪn/
Trade namesMany
Other namescitrovorum factor, 5-formyltetrahydrofolate
AHFS/Drugs.comMonograph
MedlinePlusa608038
License data
  • US DailyMed: Leucovorin calcium
Pregnancy
category
  • AU: A
Routes of
administration
Intravenous, IM, by mouth
ATC code
  • V03AF03 (WHO)
Legal status
Legal status
  • US: ℞-only
Pharmacokinetic data
BioavailabilityDose dependent
Protein binding~15%
Elimination half-life6.2 hours
ExcretionKidney
Identifiers
IUPAC name
  • (2S)-2-{[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-
    tetrahydro-1H-pteridin-6-yl)methylamino]
    benzoyl]amino}pentanedioic acid
CAS Number
  • 1492-18-8 checkY
PubChem CID
  • 6006
IUPHAR/BPS
  • 4816
DrugBank
  • DB00650 ☒N
ChemSpider
  • 5784 checkY
UNII
  • RPR1R4C0P4
ChEMBL
  • ChEMBL1679 checkY
CompTox Dashboard (EPA)
  • DTXSID0048216 Edit this at Wikidata
ECHA InfoCard100.000.328 Edit this at Wikidata
Chemical and physical data
FormulaC20H23N7O7
Molar mass473.446 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point245 °C (473 °F) decomp
Solubility in water~0.3[1] mg/mL (20 °C)
SMILES
  • O=C(O)[C@@H](NC(=O)c1ccc(cc1)NCC3N(/C2=C(/N/C(=N\C2=O)N)NC3)C=O)CCC(=O)O
InChI
  • InChI=1S/C20H23N7O7/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)/t12?,13-/m0/s1 checkY
  • Key:VVIAGPKUTFNRDU-ABLWVSNPSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Folinic acid, also known as leucovorin, is a medication used to decrease the toxic effects of methotrexate and pyrimethamine.[2][3] It is also used in combination with 5-fluorouracil to treat colorectal cancer and pancreatic cancer, may be used to treat folate deficiency that results in anemia, and methanol poisoning.[3][4] It is taken by mouth, injection into a muscle, or injection into a vein.[3]

Side effects may include trouble sleeping, allergic reactions, or fever.[2][3] Use in pregnancy or breastfeeding is generally regarded as safe.[2] When used for anemia it is recommended that pernicious anemia as a cause be ruled out first.[3] Folinic acid is a form of folic acid that does not require activation by dihydrofolate reductase to be useful to the body.[3]

Folinic acid was first made in 1945.[5] It is on the World Health Organization's List of Essential Medicines.[6]

  1. ^ "Safety Data Sheet Folinic Acid (calcium salt)" (PDF). Retrieved 25 January 2018.
  2. ^ a b c British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. pp. 576–577. ISBN 9780857111562.
  3. ^ a b c d e f "Leucovorin Calcium". The American Society of Health-System Pharmacists. Archived from the original on 10 May 2017. Retrieved 8 December 2016.
  4. ^ Munjal YP, Sharm SK (2012). API Textbook of Medicine, Ninth Edition, Two Volume Set. JP Medical Ltd. p. 1945. ISBN 9789350250747. Archived from the original on 10 May 2017.
  5. ^ Sneader W (2005). Drug Discovery: A History. John Wiley & Sons. p. 235. ISBN 9780471899792. Archived from the original on 10 May 2017.
  6. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.

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Folinic acid

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Folinic acid, also known as leucovorin, is a medication used to decrease the toxic effects of methotrexate and pyrimethamine. It is also used in combination...

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Folate

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folinic acid, folacin, and pteroylglutamic acid. Historic names included L. ⁠casei factor, vitamin Bc and vitamin M. The terms folate and folic acid have...

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Pyrimethamine

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February 2020. Pyrimethamine is typically given with a sulfonamide and folinic acid. It is used for the treatment of toxoplasmosis, actinomycosis, and isosporiasis...

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Toxoplasmosis

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needed. During pregnancy, spiramycin or pyrimethamine/sulfadiazine and folinic acid may be used for treatment. Up to half of the world's population is infected...

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FOLFOX

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chemotherapy regimen for treatment of colorectal cancer, made up of the drugs folinic acid (leucovorin, FOL), fluorouracil (5-FU, F), and oxaliplatin (Eloxatin...

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Folate deficiency

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by folate, the cerebral deficiency remains and must be treated with folinic acid. Folate deficiency can occur during pregnancy as a result of the increasing...

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Oxaliplatin

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Oxaliplatin is used for treatment of colorectal cancer, typically along with folinic acid (leucovorin) and fluorouracil in a combination known as FOLFOX or along...

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FOLFIRI

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treatment of colorectal cancer. It is made up of the following drugs: FOL – folinic acid (leucovorin), a vitamin B derivative with multiple applications, which...

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Gyromitrin

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the chemical transformation of folic acid into its active form, folinic acid, this can be treated by folinic acid given at 20–200 mg daily. Due to variances...

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Toxoplasmic chorioretinitis

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or threatened, treatment consists of pyrimethamine, sulfadiazine, and folinic acid for 4–6 weeks. Prednisone is sometimes used to decrease inflammation...

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Cerebral folate deficiency

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by folate, the cerebral deficiency remains and must be treated with folinic acid. Success depends on early initiation of treatment and treatment for a...

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Opportunistic infection

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Toxoplasma gondii Dapsone, pyrimethamine, and folinic acid Atovaquone, pyrimethamine, and folinic acid Mycobacterium avium complex disease Azithromycin...

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FL

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factor, gene of Neurospora crassa Fluorouracil (5-FU), and leucovorin (folinic acid), a chemotherapy regimen Follicular lymphoma in medicine Frontal lobe...

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FOLFOXIRI

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The chemotherapy regimen is made up of the following four drugs: FOL – folinic acid (leucovorin), a vitamin B derivative that modulates/potentiates/reduces...

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Gyromitra esculenta

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the chemical transformation of folic acid into its active form, folinic acid, this can be treated by folinic acid given at 20–200 mg daily. Lagrange et...

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Glucarpidase

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folinic acid. However, this agent was not always sufficient at preventing kidney failure due to methotrexate. Glucarpidase also degrades folinic acid...

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FOLFIRINOX

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pancreatic cancer. It is made up of the following four drugs: FOL – folinic acid (leucovorin), a vitamin B derivative that enhances the effects of 5-fluorouracil...

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Concomitant drug

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similar in principle. Both consist of 3 medicinal drugs: a) Leucovorin (= folinic acid = calcium folinate), b) 5-Fluorouracil (= 5-FU), and c) Oxaliplatin....

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Methanol toxicity

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hemodiafiltration to remove methanol and formate from the blood. Folinic acid or folic acid is also administered to enhance the metabolism of formate. There...

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Aflibercept

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approved aflibercept (Zaltrap) for use in combination with 5-fluorouracil, folinic acid and irinotecan to treat adults with metastatic colorectal cancer that...

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Conditions comorbid to autism spectrum disorders

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deficiency have marked improvements in their clinical status when taking folinic acid. A series of five children with cerebral folate deficiency and low functioning...

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Vitamer

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the class of vitamin A vitamers which include retinol, retinal, retinoic acid, and provitamin carotenoids such as beta-carotene among others. Vitamers...

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Chemotherapy regimen

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leucovorin (folinic acid), oxaliplatin, docetaxel esophageal cancer, gastric cancer FOLFIRI fluorouracil (5-FU), leucovorin (folinic acid), irinotecan...

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Causes of autism

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Folate Deficiency, Folate Receptor Alpha Autoantibodies and Leucovorin (Folinic Acid) Treatment in Autism Spectrum Disorders: A Systematic Review and Meta-Analysis"...

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Rheumatoid arthritis

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Rader T, Bombardier C, Wells GA, Tugwell P (May 2013). "Folic acid and folinic acid for reducing side effects in patients receiving methotrexate for...

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Folate receptor 1

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have shown that these neurodevelopmental disorders can be treated with folinic acid. SLC19A1 ONX-0801 GRCh38: Ensembl release 89: ENSG00000110195 – Ensembl...

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Irinotecan

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capecitabine and irinotecan. It may also be used together with fluorouracil and folinic acid for pancreatic cancer following failure of initial treatment. In February...

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Ectopic pregnancy

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four doses of intramuscular along with an intramuscular injection of folinic acid to protect cells from the effects of the drugs and to reduce side effects...

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