1431322-85-8

Basic information

• Product Name: ((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)
• Synonyms: ((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)
• CAS NO: 1431322-85-8
• Molecular Weight: 217.311
• Mol File: 1431322-85-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: ((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)(CAS DataBase Reference)
• NIST Chemistry Reference: ((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)(1431322-85-8)
• EPA Substance Registry System: ((S)-(5-benzyl-5-azaspiro[2.4]heptan-6-yl)methanol)(1431322-85-8)

Safety Data

• Hazardous Substances Data: 1431322-85-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 17342-08-4 (S)-Pyroglutaminol 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 1431322-84-7 (3’R,7a’S)-3’-phenyldihydro-1‘H-spiro[cyclopropane-1,6’-pyrrolo[1,2-c][1,3]oxazol]-5’-one 
• 958275-39-3 (3R,7aS)-6-methylene-3-phenyltetrahydropyrrolo[1,2-c]oxazol-5(1H)-one 

Downstream Products

• 1262397-14-7 (S)-tert-butyl 6-formyl-5-azaspiro[2.4]heptane-5-carboxylate 
• 1262397-26-1 (S)-tert-butyl 6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate 
• 1129634-44-1 (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid 
• 1431322-88-1 C₂₃H₃₃N₃O₃Si 
• 1430104-98-5 C₂₀H₂₄INO₅ 
• 1430105-00-2 (S)-tert-butyl 6-(5-(4-iodophenyl)-1H-imidazol-2-yl)-5-azaspiro[2.4]heptane-5-carboxylate 
• 1445596-13-3 (S)-benzyl ((5-(6-methyl-3-(pyrimidin-2-yl)picolinoyl)-5-azaspiro[2.4]heptan-6-yl)methyl)carbamate 
• 1445596-12-2 (S)-benzyl (5-azaspiro[2.4]heptan-6-ylmethyl)carbamate 
• 1445596-11-1 (S)-tert-butyl 6-((((benzyloxy)carbonyl)amino)methyl)-5-azaspiro[2.4]heptane-5-carboxylate 
• 1445595-82-3 (S)-(3-(3,4-difluorophenyl)-6-methylpyridin-2-yl)(6-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-5-azaspiro[2.4]heptan-5-yl)methanone 
• 1445595-78-7 (S)-4-(6-methyl-2-(6-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-5-azaspiro[2.4]heptane-5-carbonyl)pyridin-3-yl)benzonitrile 
• 1445595-75-4 (S)-(3-phenylpyridin-2-yl)(6-(((5-(trifluoromethyl)-pyridin-2-yl)amino)methyl)-5-azaspiro[2.4]heptan-5-yl)methanone 
• 1445595-73-2 (S)-(3-(2-fluoro-4-methylphenyl)-6-methylpyridin-2-yl)(6-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-5-azaspiro[2.4]heptan-5-yl)methanone 
• 1445595-57-2 (S)-(6-((isoquinolin-1-ylamino)methyl)-5-azaspiro[2.4]heptan-5-yl)(2-methyl-5-phenylthiazol-4-yl)methanone 

Relevant articles and documents

CHEMICAL COMPOUNDS

The invention relates to a novel compound of formula (I) or a stereoisomer, or a racemate or a mixture or a pharmaceutically acceptable salt thereof: wherein: R is phenyl or a 5- or 6-membered heteroaryl ring containing 1 to 3 heteroatoms selected from S, N and O, such rings may be optionally substituted with n groups Q; Q is selected from a group consisting of: C1-C4 alkyl, halogen, halo C1-C4 alkyl, C1-C4 alkoxy, CN, SO2CH3 or a group —O[(CR1R2]pQ1; or Q may be a group Q2; Q1 is phenyl, which may be optionally substituted with n substituents selected from a group consisting of: C1-C4 alkyl, halogen, halo C1-C4 alkyl, C1-C4 alkoxy, CN, or a group Q2; or corresponds to 2,2-difluoro-benzo[d][1,3]dioxol-4-yl; Q2 is a 5- or 6-membered heteroaryl containing at least one nitrogen atom, which may optionally substituted with n substituents selected from a group consisting of: Cl C1-C4 alkyl, halogen, halo C1-C4 alkyl, C1-C4 alkoxy, CN; P is a 6-membered heteroaryl or a 8-1 1 membered bicyclic heteroaryl group, which may be substituted with n substituents selected from a group consisting of: C1-C4 alkyl, halogen, halo C1-C4 alkyl, C1-C4 alkoxy, CN; R1 is hydrogen or C1-C3 alkyl; R2 is hydrogen or C1-C3 alkyl; n is 1, 2 or 3; p is 0, 1 or 2; and with the proviso that when R corresponds to phenyl, P is substituted by at least one CF3; processes for the preparation of those compounds, pharmaceutical compositions containing one or more compounds of formula (I) and their use as dual antagonists of the Orexin 1 and Orexin 2 receptors.

Discovery, synthesis, selectivity modulation and DMPK characterization of 5-azaspiro[2.4]heptanes as potent orexin receptor antagonists

Starting from a orexin 1 receptor selective antagonist 4,4-disubstituted piperidine series a novel potent 5-azaspiro[2.4]heptane dual orexin 1 and orexin 2 receptor antagonist class has been discovered. SAR and Pharmacokinetic optimization of this series