Liraglutide

Not to be confused with Linaclotide.

Liraglutide
NMR structure of liraglutide. PDB entry 4apd​
Clinical data
Trade namesVictoza, others
AHFS/Drugs.comMonograph
MedlinePlusa611003
License data
Pregnancy
category
  • AU: B3
Routes of
administration		Subcutaneous
ATC code
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.241.015
Chemical and physical data
FormulaC172H265N43O51
Molar mass3751.262 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCCCCCCCCCCCC(=O)N[C@@H](CCC(=O)NCCCC[C@H](NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC1=CN=CN1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(O)=O)C(O)=O
InChI
  • InChI=1S/C172H265N43O51/c1-18-20-21-22-23-24-25-26-27-28-29-30-37-53-128(223)193-112(59-64-132(227)228)148(244)180-68-41-40-50-111(154(250)199-116(62-67-135(233)234)155(251)204-120(73-100-44-33-31-34-45-100)160(256)214-140(93(11)19-2)168(264)192-97(15)146(242)201-122(76-103-79-183-108-49-39-38-48-106(103)108)158(254)203-118(72-90(5)6)159(255)212-138(91(7)8)166(262)200-110(52-43-70-182-172(177)178)150(246)184-81-129(224)194-109(51-42-69-181-171(175)176)149(245)187-84-137(237)238)196-144(240)95(13)189-143(239)94(12)191-153(249)115(58-63-127(174)222)195-130(225)82-185-152(248)114(61-66-134(231)232)198-156(252)117(71-89(3)4)202-157(253)119(75-102-54-56-105(221)57-55-102)205-163(259)124(85-216)208-165(261)126(87-218)209-167(263)139(92(9)10)213-162(258)123(78-136(235)236)206-164(260)125(86-217)210-170(266)142(99(17)220)215-161(257)121(74-101-46-35-32-36-47-101)207-169(265)141(98(16)219)211-131(226)83-186-151(247)113(60-65-133(229)230)197-145(241)96(14)190-147(243)107(173)77-104-80-179-88-188-104/h31-36,38-39,44-49,54-57,79-80,88-99,107,109-126,138-142,183,216-221H,18-30,37,40-43,50-53,58-78,81-87,173H2,1-17H3,(H2,174,222)(H,179,188)(H,180,244)(H,184,246)(H,185,248)(H,186,247)(H,187,245)(H,189,239)(H,190,243)(H,191,249)(H,192,264)(H,193,223)(H,194,224)(H,195,225)(H,196,240)(H,197,241)(H,198,252)(H,199,250)(H,200,262)(H,201,242)(H,202,253)(H,203,254)(H,204,251)(H,205,259)(H,206,260)(H,207,265)(H,208,261)(H,209,263)(H,210,266)(H,211,226)(H,212,255)(H,213,258)(H,214,256)(H,215,257)(H,227,228)(H,229,230)(H,231,232)(H,233,234)(H,235,236)(H,237,238)(H4,175,176,181)(H4,177,178,182)/t93-,94-,95-,96-,97-,98+,99+,107-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,138-,139-,140-,141-,142-/m0/s1
  • Key:KAIWQAZASNVPLR-QCIJIYAXSA-N

Liraglutide, sold under the brand name Victoza among others, is an anti-diabetic medication used to treat type 2 diabetes, and chronic obesity.[6][7] It is a second-line therapy for diabetes following first-line therapy with metformin.[6][8] Its effects on long-term health outcomes like heart disease and life expectancy are unclear.[6][9] It is given by injection under the skin.[6]

Liraglutide is a glucagon-like peptide-1 receptor agonist (GLP-1 receptor agonist) also known as incretin mimetics.[6] It works by increasing insulin release from the pancreas and decreases excessive glucagon release.[6]

Common side effects include low blood sugar, nausea, dizziness, abdominal pain, and pain at the site of injection.[6][10] Gastrointestinal side-effects tend to be strongest at the beginning of treatment period and subside over time.[10] Other serious side effects may include angioedema, pancreatitis, gallbladder disease, and kidney problems.[6] Use in pregnancy and breastfeeding is of unclear safety.[6]

A boxed warning in the US FDA prescription label cautions that medullary thyroid cancers have been observed in rats treated with liraglutide, but it is "Unknown whether liraglutide causes thyroid C-cell tumors, including medullary thyroid carcinoma, in humans, as relevance to humans of such tumors in rodents has not been determined."[6]

Liraglutide was approved for medical use in the European Union in 2009,[4] and in the United States in 2010.[11] It is available as a generic medication.[12] In 2022, it was the 139th most commonly prescribed medication in the United States, with more than 4 million prescriptions.[13][14]

  1. ^ https://www.tga.gov.au/resources/prescription-medicines-registrations/benedo-sun-pharma-anz-pty-ltd
  2. ^ "Victoza- liraglutide injection". DailyMed. U.S. National Library of Medicine. Archived from the original on 27 March 2021. Retrieved 5 June 2021.
  3. ^ "Saxenda- liraglutide injection, solution". Archived from the original on 6 June 2021. Retrieved 5 June 2021.
  4. ^ a b "Victoza EPAR". European Medicines Agency. 17 September 2018. Archived from the original on 23 March 2019. Retrieved 23 March 2019.
  5. ^ Cite error: The named reference Saxenda EPAR was invoked but never defined (see the help page).
  6. ^ a b c d e f g h i j "Liraglutide Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 23 March 2019. Retrieved 23 March 2019.
  7. ^ "FDA approves weight management drug". U.S. Food and Drug Administration (FDA). 4 December 2020. Archived from the original on 14 June 2021. Retrieved 5 June 2021.
  8. ^ Shyangdan D, Cummins E, Royle P, Waugh N (May 2011). "Liraglutide for the treatment of type 2 diabetes". Health Technology Assessment. 15 Suppl 1 (Suppl 1). Winchester, England: 77–86. doi:10.3310/hta15Suppl1-09. PMID 21609656. Archived from the original on 14 March 2023. Retrieved 14 May 2023.
  9. ^ British National formulary: BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 685. ISBN 978-0-85711-338-2.
  10. ^ a b Shyangdan DS, Royle P, Clar C, Sharma P, Waugh N, Snaith A (October 2011). "Glucagon-like peptide analogues for type 2 diabetes mellitus". The Cochrane Database of Systematic Reviews. 2011 (10): CD006423. doi:10.1002/14651858.cd006423.pub2. PMC 6486297. PMID 21975753.
  11. ^ "Liraglutide injection". DailyMed. U.S. National Library of Medicine. Archived from the original on 27 March 2021. Retrieved 23 March 2019.
  12. ^ "FDA Approves First Generic of Once-Daily GLP-1 Injection to Lower Blood Sugar in Patients with Type 2 Diabetes". U.S. Food and Drug Administration (FDA) (Press release). 23 December 2024. Retrieved 23 December 2024.
  13. ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
  14. ^ "Liraglutide Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.
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