340188-11-6

Basic information

• Product Name: {3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu
• Synonyms: {3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu
• CAS NO: 340188-11-6
• Molecular Weight: 737.85
• Mol File: 340188-11-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu(CAS DataBase Reference)
• NIST Chemistry Reference: {3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu(340188-11-6)
• EPA Substance Registry System: {3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu(340188-11-6)

Safety Data

• Hazardous Substances Data: 340188-11-6(Hazardous Substances Data)

Upstream product

• 157701-93-4 (S)-3-[3-(1-benzyloxycarbonyl-4-benzyloxycarbonylaminobutyl)ureido]benzoic acid ethyl ester 
• 67531-68-4 ethyl 3-isocyanatobenzoate 
• 63594-37-6 (S)-2-amino-5-benzyloxycarbonylamino-pentanoic acid benzyl ester hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 157702-13-1 3-[4-(S)-(3-tert-butoxycarbonylamino-propyl)-2,5-dioxo-imidazolidin-1-yl]benzoic acid 

Relevant articles and documents

Discovery of an orally active non-peptide fibrinogen receptor antagonist based on the hydantoin scaffold

Antagonists of the platelet fibrinogen receptor (GP IIb/IIIa receptor) are expected to be a promising new class of antithrombotic agents. The binding of fibrinogen to the fibrinogen receptor depends on an Arg-Gly-Asp-Ser (RGDS) tetrapeptide recognition motif. Structural modifications of the RGDS lead have led to the discovery of a non-peptide RGD mimetic GP IIb/IIIa antagonist 44 (S 1197). Compound 44 inhibited, in a dose dependent and reversible manner, human and dog platelet aggregation as well as 125I-fibrinogen binding to ADP-activated human gel filtered platelets and isolated GP IIb/IIIa with Ki values of 9 nM and 0.17 nM, respectively. A pharmacophore mapping procedure with QXP and a 3D-QSAR analysis applying the GRID/GOLPE methodology yielded a stable, rather predictive model and revealed structural features which are important for binding. Hydrophobic substitutions both at the hydantoin nucleus and at the C-terminus increase the affinity toward the fibrinogen receptor. The crystalline ethyl ester prodrug 48 (HMR 1794) is an orally active antithrombotic agent which is a promising drug candidate for the treatment of thrombotic diseases in humans.