API reference

Buprenorphine

CAS number
52485-79-7
Molecular formula
C29H41NO4
Molecular weight
467.6 g/mol
Buprenorphine — 2D structure
2D structure (PubChem)

About this molecule

Buprenorphine is a morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain. It has a role as a kappa-opioid receptor antagonist, an opioid analgesic, a mu-opioid receptor agonist and a delta-opioid receptor antagonist.

Source: ChEBI, via PubChem.

Identifiers

IUPAC name
(1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
InChIKey
RMRJXGBAOAMLHD-IHFGGWKQSA-N
SMILES
C[C@]([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)(C(C)(C)C)O
PubChem CID
644073

Also known as

buprenorphine · Temgesic · Buprenophine · Buprenorfina · Buprenorphinum · Butrans · (-)-buprenorphine · buprenorphin

Related entries in the range

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