Terbogrel

title: "Terbogrel" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["antiplatelet-drugs", "3-pyridyl-compounds", "guanidines", "nitriles", "tert-butyl-compounds"] topic_path: "general/antiplatelet-drugs" source: "https://en.wikipedia.org/wiki/Terbogrel" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470602217 | ImageFile = Terbogrel.svg | ImageSize = | IUPACName = (5E)-6-{3-[tert-Butyl(cyano)carbamimidamido]phenyl}-6-pyridin-3-ylhex-5-enoic acid | OtherNames = (5E)-6-[m-(3-tert-Butyl-2-cyanoguanidino)phenyl]-6-(3-pyridyl)-5-hexenoic acid | Section1 = {{Chembox Identifiers | UNII_Ref = | UNII = 5Z4KWQ5OGN | CASNo_Ref = | CASNo = 149979-74-8 | ChEMBL_Ref = | ChEMBL = 281398 | PubChem = 6449876 | ChemSpiderID_Ref = | ChemSpiderID = 4952549 | KEGG_Ref = | KEGG = D06077 | StdInChI_Ref = | StdInChI = 1S/C23H27N5O2/c1-23(2,3)28-22(26-16-24)27-19-10-6-8-17(14-19)20(11-4-5-12-21(29)30)18-9-7-13-25-15-18/h6-11,13-15H,4-5,12H2,1-3H3,(H,29,30)(H2,26,27,28)/b20-11+ | StdInChIKey_Ref = | StdInChIKey = XUTLOCQNGLJNSA-RGVLZGJSSA-N | SMILES = N#CN\C(=N/C(C)(C)C)Nc2cccc(C(=C/CCCC(=O)O)\c1cccnc1)c2 | InChI = InChI=1S/C23H27N5O2/c1-23(2,3)28-22(26-16-24)27-19-10-6-8-17(14-19)20(11-4-5-12-21(29)30)18-9-7-13-25-15-18/h6-11,13-15H,4-5,12H2,1-3H3,(H,29,30)(H2,26,27,28)/b20-11+ | Section2 = {{Chembox Properties | C=23 | H=27 | N=5 | O=2 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt =
Terbogrel (INN) is an experimental drug that has been studied for its potential to prevent the vasoconstricting and platelet-aggregating action of thromboxanes. Terbogrel is an orally available thromboxane A2 receptor antagonist and a thromboxane A synthase inhibitor. The drug was developed by Boehringer Ingelheim.
A phase 2 clinical trial of terbogrel was discontinued due to its induction of leg pain.
References
References
- (1997). "International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names (Rec. INN): List 37". WHO Drug Information.
- (July 2004). "Pharmacokinetics and Pharmacodynamics of Terbogrel, a Combined Thromboxane A2 Receptor and Synthase Inhibitor, in Healthy Subjects". British Journal of Clinical Pharmacology.
- (October 2000). "Terbogrel, a Dual-Acting Agent for Thromboxane Receptor Antagonism and Thromboxane Synthase Inhibition". Acta Crystallographica.
- (2014). "Impact of vascular thromboxane prostanoid receptor activation on hemostasis, thrombosis, oxidative stress, and inflammation". Journal of Thrombosis and Haemostasis.
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