Discuss This Drug

Buprenorphine

CHEBI:CHEBI_3216

Definition

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.

Chemical Information

Molecular Formula
C29H41NO4
Molecular Mass
467.64010
Charge
0
SMILES
[H][C@@]1(C[C@]23CC[C@]1(OC)[C@@H]1Oc4c(O)ccc5C[C@H]2N(CC[C@@]31c45)CC1CC1)[C@](C)(O)C(C)(C)C
InChI
InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1
InChIKey
RMRJXGBAOAMLHD-IHFGGWKQSA-N

Alternative Names

  • (-)-buprenorphine
  • (5alpha,6beta,14beta,18R)-17-(cyclopropylmethyl)-18-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol
  • 17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol
  • 2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol
  • 2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol
  • 21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine
  • buprenorfina
  • buprenorphine
  • Buprenorphine
  • buprenorphinum

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
1819
oboInOwl#hasDbXref
Wikipedia:Buprenorphine
core#notation
CHEBI:3216

Additional References

Wikipedia:Buprenorphine

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

BFO_0000053
http://purl.obolibrary.org/obo/DRON_00000037
package_ndc
38779-3255-3
package_marketing_start_date
27-JAN-10
package_description
30 TABLET in 1 BOTTLE (62756-460-83)
product_ndc
62756-316
brand_name_base
Buprenorphine Hydrochloride
dosage_form
FILM, SOLUBLE
spl_id
fe8b55c6-6494-4f6b-bf8b-79d751832545
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
1819
oboInOwl#hasDbXref
Wikipedia:Buprenorphine
generic_name
Buprenorphine Base
brand_name
SUBLOCADE
oboInOwl#hasAlternativeId
CHEBI:656608
oboInOwl#id
CHEBI:3216
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_59283
listing_expiration_date
20241231
marketing_start_date
20130704
labeler_name
Orexo US, Inc.
core#notation
CHEBI:3216
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
application_number
ANDA205022
dea_schedule
CIII
active_ingredient_strength
1 mg/1
pharm_class_epc
Partial Opioid Agonist [EPC]
pharm_class
Partial Opioid Agonists [MoA]
pharm_class_moa
Partial Opioid Agonists [MoA]
upc
0304068020032
nui
N0000000154
brand_name_suffix
Sublingual Film
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
route
BUCCAL
active_ingredient_name
BUPRENORPHINE
unii
36B82AMQ7N
spl_set_id
dba586f9-e3f2-4b9c-849b-907c81a5a0ef
rxcui
1597575
manufacturer_name
Akorn Operating Company LLC (dba Akorn)
has_treatment
http://purl.obolibrary.org/obo/DOID_9828
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect19014
owl#annotatedSource
t183805
owl#someValuesFrom
t3875902