65619-18-3

Upstream product

• 1002916-51-9 8-methylamino-1,4-dioxa-spiro[4.5]decane-8-carbonitrile 
• 100-59-4 phenylmagnesium chloride 
• 591-51-5 phenyllithium 
• 1071066-97-1 N-(1,4-dioxaspiro-[4,5]-decan-8-yliden)-methanamine 
• 79741-33-6 methyl-(8-phenyl-1,4-dioxaspiro[4.5]dec-8-yl)amine 
• 4746-97-8 cyclohexanedione monoethylene ketal 

Downstream Products

• 720655-30-1 4-(methylamino)-4-phenyl-cyclohexanone 
• 65619-78-5 4-[[(ethoxycarbonyl)methyl]methylamino]-4-phenylcyclohexanone ethylene ketal, p-toluenesulfonate 
• 77253-85-1 dimethyl-(8-phenyl-1,4-dioxaspiro[4.5]decan-8-yl)amine 
• 65619-20-7 4-dimethylamino-4-phenylcyclohexanone 
• 1357348-09-4 6’-fluoro-4’,9’-dihydro-N-methyl-4-phenyl-spiro[cyclohexane-1,1’(3’H)-pyrano[3,4-b]indol]-4-amine 

Relevant academic research and scientific papers

Discovery of a potent analgesic NOP and opioid receptor agonist: Cebranopadol

In a previous communication, our efforts leading from 1 to the identification of spiro[cyclohexane-dihydropyrano[3,4-b]indole]-amine 2a as analgesic NOP and opioid receptor agonist were disclosed and their favorable in vitro and in vivo pharmacological properties revealed. We herein report our efforts to further optimize lead 2a, toward trans-6′-fluoro-4′, 9′-dihydro-N,N-dimethyl-4-phenyl-spiro[cyclohexane-1,1′(3′H) -pyrano[3,4-b]indol]-4-amine (cebranopadol, 3a), which is currently in clinical development for the treatment of severe chronic nociceptive and neuropathic pain.

Method for Synthesizing Substituted Aminocyclohexanone Compounds

A method of synthesizing a substituted aminocyclohexanone compound comprising reacting a compound of formula (II) with an organolithium compound to form a compound of formula (III)

METHOD FOR SYNTHESISING SUBSTITUTED AMINOCYCLOHEXANONE DERIVATIVES

The present invention relates to a method for synthesising substituted aminocyclohexanone derivatives, comprising the following step (b) reaction of a compound of general formula (II) with an organolithium compound to form a compound of general formula (III).

4-Amino-4-phenylcyclohexanone ketal compositions and process of use

A class of new 4-amino-4-arylcyclohexanones, their ketals, and acid addition salts have been synthesized and found to be useful for relieving pain in animals. Their analgesic activity appears to be of high order, and in addition some exhibit narcotic antagonist activity that is useful in modifying the cardiovascular, respiratory, and behavioral depression caused by other analgesics. Several show mixed analgesic and narcotic antagonist activity. Preferred compounds of the class are 4-(m-hydroxyphenyl)-4-dimethylaminocyclohexanone ethylene ketal, and 4-(m-hydroxyphenyl)-4-(n-butylmethylamino)cyclohexanone ethylene ketal as free bases and as their hydrochloride salts. Processes for synthesis and intermediates are described. Unit dosage forms and therapeutic treatments are disclosed.