3319-01-5 Usage
Description
1-Cyclohexylpiperidine is an organic compound with a cyclohexane ring and a piperidine ring, which is known for its various pharmacological properties and applications in the medical and chemical industries.
Uses
Used in Pharmaceutical Industry:
1-Cyclohexylpiperidine is used as a key intermediate in the synthesis of 1-(1-phenylcyclohexyl)piperidine, which exhibits anticholinesterase activity and antagonistic activity to acetylcholine. This makes it a valuable compound in the development of medications targeting neurological disorders.
Used in Neurological Applications:
1-Cyclohexylpiperidine is used as a N-methyl-D-aspartate receptor (NMDAR) antagonist, which plays a crucial role in modulating the excitatory neurotransmission in the central nervous system. Its antagonistic properties make it a potential candidate for the treatment of conditions such as Alzheimer's disease, Parkinson's disease, and other neurodegenerative disorders.
Used in Veterinary Medicine:
1-Cyclohexylpiperidine is used as an anesthetic for animals, providing a safe and effective means of sedation and pain relief during medical procedures and surgeries. Its anesthetic properties make it a valuable asset in the veterinary field, ensuring the well-being and comfort of animals undergoing treatment.
Synthesis Reference(s)
Journal of the American Chemical Society, 72, p. 1597, 1950 DOI: 10.1021/ja01160a046Tetrahedron, 52, p. 10835, 1996 DOI: 10.1016/0040-4020(96)00631-X
Check Digit Verification of cas no
The CAS Registry Mumber 3319-01-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,3,1 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3319-01:
(6*3)+(5*3)+(4*1)+(3*9)+(2*0)+(1*1)=65
65 % 10 = 5
So 3319-01-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H21N/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h11H,1-10H2
3319-01-5Relevant articles and documents
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Bayles,Evans
, p. 6984,6985 (1965)
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Iridium and bis(4-nitrophenyl)phosphoric acid catalysed amination of diol by hydrogen-borrowing methodology for the synthesis of cyclic amine: Synthesis of clopidogrel
Swain, Sharada Prasanna,Shri, Om,Ravichandiran
, (2021/05/13)
The borrowing hydrogen method is an environmentally benign process for the synthesis of amines, as H2O is the side product. A new green process for the amination of diol by [Ir] catalyst 15 and bis(4-nitrophenyl)phosphoric acid for the synthesis of cyclic amine is reported. This method was successfully applied for the synthesis of antiplatelet drug clopidogrel.
Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines
Cuypers, Thomas,Morias, Thomas,Windels, Simon,Marquez, Carlos,Van Goethem, Cédric,Vankelecom, Ivo,De Vos, Dirk E.
, p. 1884 - 1893 (2020/04/07)
Phenol and its derivatives, which naturally occur in lignocellulose, can be considered as a renewable feedstock not only for aromatic, but also for alicyclic compounds, such as primary and N-substituted cyclohexylamines. So far, the latter are mostly produced from non-renewable starting materials like benzene via problematic nitration/reduction or cross-coupling routes. Herein, an efficient reductive amination of phenol with ammonia or amines is demonstrated, for the first time without the need for rare and expensive noble metals and without using any additives. Various supported Ni catalysts were screened and we elucidated the influence of the key parameters, including the acid-base properties of the supporting material. Acquired knowledge was then applied to different phenol-ammonia/amine combinations, resulting in the synthesis of various primary, secondary and tertiary cyclohexylamines in fair to very high yields.