Vicagrel is the acetated form of Clopidogrel with antithrombotic activity. It treats thrombosis by acting as a P2Y12 platelet inhibitor. Vicagrel had antiplatelet potency that was significantly higher than clopidogrel and comparable to prasugrel. According to preliminary pharmacokinetic study results, clopidogrel thiolactone generated from vicagrel had a 6-fold higher bioavailability than clopidogrel, suggesting a much lower clinically effective dose for vicagrel when compared to clopidogrel. Overall, vicagrel is a more promising and safer antiplatelet agent than clopidogrel, with potential benefits that include: (1) no drug resistance for CYP2C19 poor metabolizers; (2) lower dose-related toxicity because of a much lower effective dose; and (3) a faster onset of action.

Physicochemical Properties

Molecular Formula	C18H18CLNO4S
Molecular Weight	379.86
Exact Mass	379.065
Elemental Analysis	C, 56.92; H, 4.78; Cl, 9.33; N, 3.69; O, 16.85; S, 8.44
CAS #	1314081-53-2
Related CAS #	1314081-53-2
PubChem CID	53378151
Appearance	White to off-white solid powder
LogP	3.537
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Heavy Atom Count	25
Complexity	506
Defined Atom Stereocenter Count	1
SMILES	ClC1C=CC=CC=1[C@@H](C(=O)OC)N1CC2C=C(OC(C)=O)SC=2CC1
InChi Key	GNHHCBSBCDGWND-KRWDZBQOSA-N
InChi Code	InChI=1S/C18H18ClNO4S/c1-11(21)24-16-9-12-10-20(8-7-15(12)25-16)17(18(22)23-2)13-5-3-4-6-14(13)19/h3-6,9,17H,7-8,10H2,1-2H3/t17-/m0/s1
Chemical Name	methyl (2S)-2-(2-acetyloxy-6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-2-(2-chlorophenyl)acetate
Synonyms	Clopidogrel; Vicagrel
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Vicagrel (compound 9a) (20 μM, 30 min) stimulates the in vitro rat liver microsomal production of the active metabolite[1].
ln Vivo	Vicagrel (compound 9a) (oral, 3 mg/kg) inhibits the aggregation of platelets in rats induced by ADP[1]. Vicagrel (orally, 1.14 mg/mL, 0–24 h) has a low clinically effective dose, good bioavailability, and good preliminary pharmacokinetics[1]. Vicagrel (oral, 5 g/kg, single, for 14 days) exhibits minimal dose-related toxicity in mouse[1].
Animal Protocol	Male Wistar rats, (200−250 g) 3 mg/kg oral
References	[1]. Method for preparing vicagrel. Patent. WO2014040498A1. [2]. Overcoming clopidogrel resistance: discovery of vicagrel as a highly potent and orally bioavailable antiplatelet agent. J Med Chem. 2012 Apr 12;55(7):3342-52.
Additional Infomation	Vicagrel is under investigation in clinical trial NCT03599284 (The Efficacy, Safety and Pharmacokinetic of Antiplatelet Therapy for Vicagrel).

Solubility Data

Solubility (In Vitro)

DMSO: ~250 mg/mL (~658.1 mM) Water: N/A Ethanol: N/A

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.48 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.6325 mL	13.1627 mL	26.3255 mL
	5 mM	0.5265 mL	2.6325 mL	5.2651 mL
	10 mM	0.2633 mL	1.3163 mL	2.6325 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.