121785-71-5

Basic information

• Product Name: 21R-Argatroban
• Synonyms: (2R,4R)-1-[(2S)-5-(diaminomethylideneamino)-2-[[(3R)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid;Argatroban;(2R,4R)-1-[(2S)-5-[bis(azanyl)methylideneamino]-2-[[(3R)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid;(2R,4R)-1-[(2S)-5-guanidino-2-[[(3R)-3-methyl-1,2,3,4-tetrahydroquinolin-8-yl]sulfonylamino]pentanoyl]-4-methyl-pipecolinic acid;21R-Argatroban;(2R,4R)-1-[(2S)-5-[(AMinoiMinoMethyl)aMino]-1-oxo-2-[[[(3R)-1,2,3,4-tetrahydro-3-Methyl-8-quinolinyl]sulfonyl]aMino]pentyl]-4-Methyl-2-piperidinecarboxylic Acid;2-Piperidinecarboxylicacid,1-[(2S)-5-[(aminoiminomethyl)amino]-1-oxo-2-[[[(3R)-1,2,3,4-tetrahydro-3-methyl-8-quinolinyl]sulfonyl]amino]pentyl]-4-methyl-,(2R,4R)-
• CAS NO: 121785-71-5
• Molecular Formula: C23H36N6O5S
• Molecular Weight: 508.63
• Product Categories: Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 121785-71-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 801.3°Cat760mmHg
• Flash Point: 438.4°C
• Appearance: /
• Density: 1.47g/cm³
• Refractive Index: 1.674
• PKA: 10.44±0.40(Predicted)
• CAS DataBase Reference: 21R-Argatroban(CAS DataBase Reference)
• NIST Chemistry Reference: 21R-Argatroban(121785-71-5)
• EPA Substance Registry System: 21R-Argatroban(121785-71-5)

Safety Data

• Hazardous Substances Data: 121785-71-5(Hazardous Substances Data)

Usage

Uses

The 21R-stereoisomer

InChI:InChI=1/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15?,17-,18-/m0/s1

Upstream product

• 120267-95-0 Boc-Arg(Z)2-OH 

Relevant articles and documents

Separation of 21-(R)- and 21-(S)-argatroban: Solubility and activity of the individual diastereoisomers [3]

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USE OF 21 (S) ARGATROBAN FOR TREATING THROMBOSIS AND INHIBITING PLATELET AGGREGATION

This invention refers to the preparation of a direct thrombin inhibitor, especially the application of a thrombin inhibitor of 21 (s) Argatroban. The chemical name of 21(S) Argatroban is: (2R, 4R) -1- { (2S) -5- [ ( Aminoiminomethyl) amino] -1-oxo-2-{ [ (3S) -1, 2, 3, 4-tetrahydro-3-methyl-8- quinolinyl] sulf onyl] amino] pentyl] -4-methyl-2-piperidine carboxylic acid, and the supplies which can be accepted in medicine. The 21(S) prolongation of coagulation time of whole blood (CT) is twice as long as 21 (R) 's, prolongation of recalcif ication time (RT) is three times of 21 (R) 's, extending prothrombin time (PT) is twice as 21 (R) 's, prolongation of thrombin time (TT) is little stronger than 21 (R) and prolongation of kaolin partial thromboplastin time (APTT) is twice as 21(R). Anticoagulation action of 21(S) Argatroban is 2-3 times of 21(R). Therefore, the 21 (S) isomer of Argatroban can be used as a new generation of direct thrombin inhibitor.