CAS 16524-65-5

6,14-Ethenomorphinan-7-methanol,17-(cyclopropylmethyl)-a-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-a-methyl-, (aS,5a,7a)-

Description:

6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α-methyl-, (αS,5α,7α)-, with CAS number 16524-65-5, is a complex organic compound belonging to the morphinan class of alkaloids. This substance features a unique structural framework characterized by a morphinan backbone, which is modified with various functional groups, including methanol, epoxy, and dimethoxy groups. The presence of a cyclopropylmethyl group and a tert-butyl substituent contributes to its steric and electronic properties, potentially influencing its biological activity. The compound's stereochemistry, indicated by the (αS,5α,7α) configuration, suggests specific spatial arrangements that may affect its interaction with biological targets, such as receptors or enzymes. While detailed pharmacological data may not be readily available, compounds of this class are often investigated for their potential therapeutic effects, particularly in pain management or as analgesics. As with many morphinans, the compound may exhibit a range of biological activities, necessitating further research to elucidate its full profile.

Formula: C₃₀H₄₃NO₄

InChI: InChI=1S/C30H43NO4/c1-26(2,3)27(4,32)21-16-28-11-12-30(21,34-6)25-29(28)13-14-31(17-18-7-8-18)22(28)15-19-9-10-20(33-5)24(35-25)23(19)29/h9-10,18,21-22,25,32H,7-8,11-17H2,1-6H3/t21-,22-,25-,27+,28-,29+,30-/m1/s1

InChI key: InChIKey=TWUKPJNGRBWVGE-VQWWACLZSA-N

SMILES: O(C)[C@@]12[C@]3([C@]45[C@@]([C@](N(CC6CC6)CC4)(CC7=C5C(O3)=C(OC)C=C7)[H])(C[C@@]1([C@]([C@](C)(C)C)(C)O)[H])CC2)[H]

Synonyms:

• (αS,5α,7α)-17-(Cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α-methyl-6,14-ethenomorphinan-7-methanol
• 3-O-Methylbuprenorphine
• 6,14-Ethenomorphinan-7-methanol,17-(cyclopropylmethyl)-a-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-a-methyl-, [5a,7a(S)]-
• 6,14-endo-Ethanotetrahydrothebaine, 22-cyclopropyl-7α-(1-hydroxy-1,2,2-trimethylpropyl)-
• 6,14-endo-Ethanotetrahydrothebaine,22-cyclopropyl-7a-(1-hydroxy-1,2,2-trimethylpropyl)-(8CI)
• Buprenorphine 3-O-methyl ether
• Buprenorphine methyl ether
• Rx 6021M
• 6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3,6-dimethoxy-α-methyl-, (αS,5α,7α)-
• TWUKPJNGRBWVGE-CGTDBJAYSA-N

Buprenorphine 3-O-Methyl Ether

Controlled Product

CAS: 16524-65-5

Applications Buprenorphine 3-O-Methyl Ether is an impurity of Buprenorphine (B689570), an analgesic that demonstrates narcotic agonist-antagonist properties.
References Cami-Kobeci, G., et al.: J. Med. Chem., 54, 6531 (2011); Machara, A., et al.: Adv. Syn. Cata., 354, 613 (2012); Cowan, A., et al.: Adv. Biochem. Psychopharmacol., 8, 427 (1973);

Formula: C₃₀H₄₃NO₄

Color and Shape: Neat

Molecular weight: 481.67

Ref: TR-B693430

Buprenorphine 3-O-Methyl Ether (1 mg/ml in Acetonitrile)

Controlled Product

CAS: 16524-65-5

Formula: C₃₀H₄₃NO₄

Color and Shape: Single Solution

Molecular weight: 481.67

Ref: TR-KIT3480

Buprenorphine 3-O-Methyl-d3 Ether

Controlled Product

CAS: 16524-65-5

Applications Isotope labelled Buprenorphine 3-O-Methyl Ether is an impurity of Buprenorphine (B689570), an analgesic that demonstrates narcotic agonist-antagonist properties.
References Cami-Kobeci, G., et al.: J. Med. Chem., 54, 6531 (2011); Machara, A., et al.: Adv. Syn. Cata., 354, 613 (2012); Cowan, A., et al.: Adv. Biochem. Psychopharmacol., 8, 427 (1973);

Formula: C₃₀D₃H₄₀NO₄

Color and Shape: Neat

Molecular weight: 484.685

Ref: TR-B693432