869663-55-8

Basic information

• Product Name: Benzonitrile, 4-[5-amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-
• CAS NO: 869663-55-8
• Molecular Formula: C14H16N4
• Molecular Weight: 240.308
• Mol File: 869663-55-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-[5-amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-[5-amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-(869663-55-8)
• EPA Substance Registry System: Benzonitrile, 4-[5-amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]-(869663-55-8)

Safety Data

• Hazardous Substances Data: 869663-55-8(Hazardous Substances Data)

Upstream product

• 59997-51-2 trimethylacetylacetonitrile 
• 17672-27-4 4-hydrazinobenzonitrile 
• 2863-98-1 4-hydrazinobenzonitrile hydrochloride 

Downstream Products

• 1105708-62-0 [5-tert-butyl-2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester 
• 1443247-27-5 1-[5-tert-butyl-2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-3-[(1S,4S)-4-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy)-1,2,3,4-tetrahydro-naphthalen-1-yl]-urea 
• 1443240-48-9 1-[5-tert-butyl-2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-3-[(1S,4R)-4-(3-piperidin-1-yl-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy)-1,2,3,4-tetrahydro-naphthalen-1-yl]-urea 

Relevant articles and documents

Scale-up of organic reactions in a pharmaceutical kilo-lab using a commercial microwave reactor

A range of pharmaceutically relevant reactions were investigated for scale-up in a kilo-lab environment using a commercial batch microwave reactor. Typical scale-up issues are discussed, taking into account the specific limitations of microwave heating in large-scale experiments. Examples of scale-up from 15 mL to 1 L are presented and demonstrate that the synthesis of compounds on greater than 100 g scale is feasible in one batch. Aided by this new technology reaction times have been significantly reduced and the productivity of our scale-up laboratory has been enhanced. Production rates of several hundred grams per day were achieved using microwave technology. The article concludes with a brief discussion of advantages and disadvantages of this type of batch microwave reactor.

Selective targeting of the αC and DFG-out pocket in p38 MAPK

The p38 MAPK cascade is a key signaling pathway linked to a multitude of physiological functions and of central importance in inflammatory and autoimmune diseases. Although studied extensively, little is known about how conformation-specific inhibitors alter signaling outcomes. Here, we have explored the highly dynamic back pocket of p38 MAPK with allosteric urea fragments. However, screening against known off-targets showed that these fragments maintained the selectivity issues of their parent compound BIRB-796, while combination with the hinge-binding motif of VPC-00628 greatly enhanced inhibitor selectivity. Further efforts focused therefore on the exploration of the αC-out pocket of p38 MAPK, yielding compound 137 as a highly selective type-II inhibitor. Even though 137 is structurally related to a recent p38 type-II chemical probe, SR-318, the data presented here provide valuable insights into back-pocket interactions that are not addressed in SR-318 and it provides an alternative chemical tool with good cellular activity targeting also the p38 back pocket.

KINASE INHIBITORS

Compounds of formula (I) or a pharmaceutically acceptable salt thereof: wherein R2, W, A, Y and R1 are as defined in the specification, are p38 MAPK inhibitors, useful as anti-inflammatory agents in the treatment of, inter alia, diseases of the respiratory tract.