188340-69-4

Basic information

• Product Name: C₃₁H₃₅NO₄
• Synonyms: C₃₁H₃₅NO₄
• CAS NO: 188340-69-4
• Molecular Weight: 485.623
• Mol File: 188340-69-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₃₁H₃₅NO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₁H₃₅NO₄(188340-69-4)
• EPA Substance Registry System: C₃₁H₃₅NO₄(188340-69-4)

Safety Data

• Hazardous Substances Data: 188340-69-4(Hazardous Substances Data)

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 1367597-25-8 N-cyclopropylmethyl-6,14-dihydronorthevinal 
• 1207169-33-2 N-cyclopropylmethylnorthevinal 
• 182325-11-7 Dihydronepenthone 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 791566-47-7 N-demethyldihydronepenthone 

Downstream Products

• 1613189-53-9 C₃₄H₄₁NO₄ 

Relevant articles and documents

BUPRENORPHINE ANALOGS AS OPIOD RECEPTOR MODULATORS

The present invention is directed to Buprenorphine Analog compounds of the Formula 1, Formula II, Formula III, Formula IV, and Formula V, wherein R1, R2, R3a, R3b, R,15a, R15b, X, Q, G, and Y are as defined herein. Compounds of the Invention are useful for treating pain and other conditions modulated by activity of opioid receptors.

New nepenthone and thevinone derivatives

The diastereoselective reaction of thevinone (2a) and nepenthone (2c) and their dihydro derivatives (2b and d) with Grignard reagents afforded new N-substituted (20S)- and (20R)-phenyI-6,14-ethenomorphinan derivatives (6a-y). The Grignard reaction of the N-substituted-N-demethyl derivatives 4a-f and 4m-r with methylmagnesium iodide resulted in the (20R)-phenyl tertiary alcohols 5a-f and 5m-r, respectively, but the conversion of 4g-l and that of the N-substituted-dihydrothevinone derivatives with phenylmagnesium bromide afforded the (20S)-phenyl derivatives 5g-l and 5s-y, respectively. The N-cyclopropylmethyl-, N-β-phenylethyl-, and N-propyl derivatives were prepared by the 3-O-demethylation of compounds 5. For the synthesis of the N-allyl-, N-dimethylallyl-, and N-propargyl compounds 2a-d were reacted with the corresponding Grignard reagent, and treatment of the products with cyanogen bromide gave the cyanamides 8a-d. These latter compounds were transformed into 10a,b,d, whose alkylation led to the target derivatives 6d-f, j-l, p-r, and w-y. The biochemical investigation of these substances showed that the affinities to the δ-opioid receptors were high, but the selectivity was low. Tn two cases (6c and 11d) a μ-opioid receptor specificity was observed.