1049809-89-3

Upstream product

• 42860-17-3 4-chloro-3-iodo-benzoyl chloride 
• 217807-98-2 4-morpholin-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid ter-tbutyl ester 
• 104-86-9 4-chlorobenzylamine 
• 77123-57-0 4-[(trimethylsilyl)ethynyl]bezaldehyde 
• 63697-96-1 4-Ethynylbenzaldehyde 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 42860-04-8 4-chloro-3-iodobenzoic acid 
• 1049809-90-6 4-(3-chloro-propyl)-3-methyl-morpholine 
• 1049809-94-0 (4-chloro-benzyl)-(4-ethynyl-benzyl)-amine 
• 1049809-93-9 2-{3-(4-chloro-3-iodo-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide 
• 1049809-92-8 2-[3-(4-chloro-3-iodo-phenyl)-1,4,6,7-tetrahydro-pyrazolo-[4,3-c]pyridin-5-yl]-2-oxo-acetamide 
• 1049809-51-9 3-(4-chloro-3-iodo-phenyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester 
• 1049809-91-7 3-(4-chloro-3-iodo-phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo-[4,3-c]pyridine 
• 350595-57-2 (S)-3-methylmorpholine 

Downstream Products

• 1215171-59-7 2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide monoethyl oxalate 
• 1181359-24-9 2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide L-tartrate 

Relevant academic research and scientific papers

Pyrazole-based arylalkyne Cathepsin S inhibitors. Part III: Modification of P4 region

Novel classes of tetrahydropyrido-pyrazole thioether amines and arylalkynes that display potency against human Cathepsin S have been previously reported. Here, key pharmacophoric elements of these two classes are merged, and SAR investigations of the P4 region are described, in conjunction with re-optimization of the P5 and P1/P1′/P3 regions. Identification of meta-substituted arylalkynes with good potency and improved solubility is described.

Practical synthesis of a cathepsin S Inhibitor: Route identification, purification strategies, and serendipitous discovery of a crystalline salt form

Chemical Equation Presented A redox economical strategy resulted in a concise, modular synthesis of compound 1, a potent Cathepsin S inhibitor. Starting from three building blocks, crude drug substance was prepared, in a two-step sequence in high yield. Efficient purification of the crude drug substance was accomplished via the formation of an unusual monoethyl oxalate salt.

PROCESSES FOR THE PREPARATION OF CARBON-LINKED TETRAHYDRO-PYRAZOLO-PYRIDINE MODULATORS OF CATHEPSIN S

Method of making carbon-linked tetrahydro-pyrazolo-pyridine compounds of the following Formula (I) and pharmaceutically acceptable salts thereof: comprising reacting a compound of formula (IX): with a compound of formula (X): to form a compound of Formula

CARBON-LINKED TETRAHYDRO-PYRAZOLO-PYRIDINE MODULATORS OF CATHEPSIN S

Carbon-linked tetrahydro-pyrazolo-pyridine compounds are described, which are useful as cathepsin S modulators. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by cathepsin S activity, such as psoriasis, pain, multiple sclerosis, atherosclerosis, and rheumatoid arthritis.