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Also known as: Buprenorphine hydrochloride, Ncgc00247733-01, Dsstox_cid_28831, Dsstox_rid_83100, Dsstox_gsid_48905, Tox21_112899
Molecular Formula
C29H42ClNO4
Molecular Weight
504.1  g/mol
InChI Key
UAIXRPCCYXNJMQ-CHLZSUIASA-N

Buprenorphine Hydrochloride
A derivative of the opioid alkaloid THEBAINE that is a more potent and longer lasting analgesic than MORPHINE. It appears to act as a partial agonist at mu and kappa opioid receptors and as an antagonist at delta receptors. The lack of delta-agonist activity has been suggested to account for the observation that buprenorphine tolerance may not develop with chronic use.
1 2D Structure

Buprenorphine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1S,2S,6R,14R,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;hydrochloride
2.1.2 InChI
InChI=1S/C29H41NO4.ClH/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;1H/t20-,21-,24-,26+,27-,28+,29?;/m1./s1
2.1.3 InChI Key
UAIXRPCCYXNJMQ-CHLZSUIASA-N
2.1.4 Canonical SMILES
CC(C)(C)C(C)(C1CC23CCC1(C4C25CCN(C3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O.Cl
2.1.5 Isomeric SMILES
C[C@]([C@H]1C[C@@]23CCC1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)(C(C)(C)C)O.Cl
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 6029 M

2. 6029-m

3. 6029m

4. Buprenex

5. Buprenorphine

6. Buprenorphine Hydrochloride

7. Buprex

8. Hydrochloride, Buprenorphine

9. Prefin

10. Rx 6029 M

11. Rx-6029-m

12. Rx6029m

13. Subutex

14. Temgsic

15. Temgesic

2.2.2 Depositor-Supplied Synonyms

1. Buprenorphine Hydrochloride

2. Ncgc00247733-01

3. Dsstox_cid_28831

4. Dsstox_rid_83100

5. Dsstox_gsid_48905

6. Tox21_112899

7. Cas-53152-21-9

2.3 Create Date
2006-12-27
3 Chemical and Physical Properties
Molecular Weight 504.1 g/mol
Molecular Formula C29H42ClNO4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass503.2802365 g/mol
Monoisotopic Mass503.2802365 g/mol
Topological Polar Surface Area62.2 Ų
Heavy Atom Count35
Formal Charge0
Complexity869
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameBuprenorphine hydrochloride
Drug LabelBuprenorphine hydrochloride sublingual tablets contains buprenorphine HCl.Buprenorphine is a partial agonist at the mu-opioid receptor and an antagonist at the kappa-opioid receptor. Buprenorphine is a Schedule III narcotic under the Controlled Subst...
Active IngredientBuprenorphine hydrochloride
Dosage FormInjectable; Tablet
RouteSublingual; Injection
Strengtheq 2mg base; eq 0.3mg base/ml; eq 8mg base
Market StatusPrescription
CompanyHospira; Ethypharm; Luitpold; Eurohlth Intl; Roxane; Barr

2 of 2  
Drug NameBuprenorphine hydrochloride
Drug LabelBuprenorphine hydrochloride sublingual tablets contains buprenorphine HCl.Buprenorphine is a partial agonist at the mu-opioid receptor and an antagonist at the kappa-opioid receptor. Buprenorphine is a Schedule III narcotic under the Controlled Subst...
Active IngredientBuprenorphine hydrochloride
Dosage FormInjectable; Tablet
RouteSublingual; Injection
Strengtheq 2mg base; eq 0.3mg base/ml; eq 8mg base
Market StatusPrescription
CompanyHospira; Ethypharm; Luitpold; Eurohlth Intl; Roxane; Barr

4.2 Drug Indication

Sixmo is indicated for substitution treatment for opioid dependence in clinically stable adult patients who require no more than 8 mg/day of sublingual buprenorphine, within a framework of medical, social and psychological treatment.


Treatment of opioid dependence


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)


Narcotic Antagonists

Agents inhibiting the effect of narcotics on the central nervous system. (See all compounds classified as Narcotic Antagonists.)


Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Partial Opioid Agonists [MoA]; Partial Opioid Agonist [EPC]
5.3 ATC Code

N07BC01


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INDL.ESTATE,","city":"MUMBAI ,MAHARASHTRA","supplier":"RUSAN PHARMA","supplierCountry":"INDIA","foreign_port":"HAMBURG - FUHLSBUETT","customer":"LLC \\\"KHARKIV PHARMACEUTICAL","customerCountry":"GERMANY","quantity":"5.00","actualQuantity":"5000","unit":"GMS","unitRateFc":"25.6","totalValueFC":"126621","currency":"USD","unitRateINR":2101.2442000000001,"date":"23-Feb-2024","totalValueINR":"10506221","totalValueInUsd":"126621","indian_port":"Bombay Air","hs_no":"29420090","bill_no":"7772598","productDescription":"API","marketType":"REGULATED MARKET","country":"GERMANY","selfForZScoreResived":"Pharma Grade","supplierPort":"Bombay Air","supplierAddress":"PLOT NO.58-D,GOVT. INDL.ESTATE,, MUMBAI ,MAHARASHTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710700200,"product":"PHARMACEUTICAL RAW MATERIAL ACTIVE PHARMACEUTICAL INGREDIENT BUPRENORPHINE HYDROCHLORIDE EP","address":"206, ERIC HOUSE, 16TH ROAD,","city":"MUMBAI, MAHARASHTRA.","supplier":"PIONEER AGRO INDUSTRIES SANVIN LABORATORIES PRIVAT","supplierCountry":"INDIA","foreign_port":"TOKYO","customer":"F. & CO. LTD","customerCountry":"JAPAN","quantity":"0.54","actualQuantity":"0.54","unit":"KGS","unitRateFc":"74074.1","totalValueFC":"39429","currency":"USD","unitRateINR":6062988.8888888881,"date":"18-Mar-2024","totalValueINR":"3274014","totalValueInUsd":"39429","indian_port":"Bombay Air","hs_no":"29420090","bill_no":"8421901","productDescription":"API","marketType":"REGULATED MARKET","country":"JAPAN","selfForZScoreResived":"Pharma Grade","supplierPort":"Bombay Air","supplierAddress":"206, ERIC HOUSE, 16TH ROAD,, MUMBAI, MAHARASHTRA.","customerAddress":""},{"dataSource":"API Import","activeIngredients":"","year":"2021","qtr":"Q3","strtotime":1632076200,"product":"BUPRENORPHINE HYDROCHLORIDE (VIDE PERMISSION NO.P\/IMP\/10158\/2021DT 26.03.2021 ISSUED BY NARCOTICS COMMISSIONER OFFICE M.","address":"PLOT NO.58-D,GOVT. INDL.ESTATE,","city":"MUMBAI ,MAHARASHTRA","supplier":"I GEN LDA","supplierCountry":"PORTUGAL","foreign_port":"LISBOA","customer":"RUSAN PHARMA","customerCountry":"INDIA","quantity":"0.01","actualQuantity":"10","unit":"GMS","unitRateFc":"8.6","totalValueFC":"87","currency":"USD","unitRateINR":"640.3","date":"20-Sep-2021","totalValueINR":"6403","totalValueInUsd":"87","indian_port":"Kandla-SEZ","hs_no":"29391100","bill_no":"1012650","productDescription":"API","marketType":"REGULATED MARKET","country":"PORTUGAL","selfForZScoreResived":"Pharma Grade","supplierPort":"LISBOA","supplierAddress":"N\/A","customerAddress":"PLOT NO.58-D,GOVT. INDL.ESTATE,"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q2","strtotime":1683743400,"product":"BUPRENORPHINE HYDROCHLORIDE","address":"SADODAY GYAN GROUND FLOOR,OPP NA DT NELSON SQUARE NAGPUR","city":"NAGPUR","supplier":"TEVA PHARMACEUTICAL INDUSTRIES","supplierCountry":"CZECH REPUBLIC","foreign_port":"PRAGUE RUZYNE","customer":"ZIM LABORATORIES","customerCountry":"INDIA","quantity":"0.03","actualQuantity":"0.03","unit":"KGS","unitRateFc":"18000","totalValueFC":"542.1","currency":"USD","unitRateINR":"1486800","date":"11-May-2023","totalValueINR":"44604","totalValueInUsd":"542.1","indian_port":"BOMBAY AIR","hs_no":"29391100","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"Czech Republic","selfForZScoreResived":"Pharma Grade","supplierPort":"PRAGUE RUZYNE","supplierAddress":"","customerAddress":"SADODAY GYAN GROUND FLOOR,OPP NA DT NELSON SQUARE NAGPUR"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1708453800,"product":"BUPRENORPHINE HCL USP (CBN NO.P\/IMP-10647\/2023 DTD. 25\/10\/2023)","address":"221, GOREGAON-MULUND LINK ROAD,","city":"BHANDUP WEST, MUMBAI","supplier":"VERANOVA","supplierCountry":"UNITED KINGDOM","foreign_port":"EDINBURGH","customer":"RUBICON RESEARCH","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"12000","totalValueFC":"12134","currency":"USD","unitRateINR":"1006800","date":"21-Feb-2024","totalValueINR":"1006800","totalValueInUsd":"12134","indian_port":"Bombay Air","hs_no":"29391100","bill_no":"2237862","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"EDINBURGH","supplierAddress":"10 WHEATFIELD ROADEDINBURGH EH11 2QAUNITED KINGDOM GB","customerAddress":"221, GOREGAON-MULUND LINK ROAD,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1719426600,"product":"BUPRENORPHINE HYDROCHLORIDE (BUPRENORPHINE HCL USP) (CBN CERT NO. P\/IMP-10087\/2024 DTD. 12.02.2024)","address":"221, GOREGAON-MULUND LINK ROAD,","city":"BHANDUP WEST, MUMBAI","supplier":"VERANOVA","supplierCountry":"UNITED KINGDOM","foreign_port":"EDINBURGH","customer":"RUBICON RESEARCH","customerCountry":"INDIA","quantity":"6.80","actualQuantity":"6.8","unit":"KGS","unitRateFc":"12000","totalValueFC":"82402.1","currency":"USD","unitRateINR":"1011600","date":"27-Jun-2024","totalValueINR":"6878880","totalValueInUsd":"82402.1","indian_port":"Bombay Air","hs_no":"29391100","bill_no":"4207532","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED KINGDOM","selfForZScoreResived":"Pharma Grade","supplierPort":"EDINBURGH","supplierAddress":"10 WHEATFIELD ROADEDINBURGH EH11 2QAUNITED KINGDOM GB","customerAddress":"221, GOREGAON-MULUND LINK ROAD,"}]
08-Jan-2021
27-Jun-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
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DRUG PRODUCT COMPOSITIONS

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DOSAGE - INJECTABLE;INJECTION - EQ 0.3MG BASE...DOSAGE - INJECTABLE;INJECTION - EQ 0.3MG BASE/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 18401

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DOSAGE - IMPLANT;IMPLANTATION - EQ 80MG BASE/...DOSAGE - IMPLANT;IMPLANTATION - EQ 80MG BASE/IMPLANT

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DOSAGE - FILM;BUCCAL - EQ 2.1MG BASE;EQ 0.3MG...DOSAGE - FILM;BUCCAL - EQ 2.1MG BASE;EQ 0.3MG BASE

USFDA APPLICATION NUMBER - 205637

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DOSAGE - FILM;BUCCAL - EQ 4.2MG BASE;EQ 0.7MG...DOSAGE - FILM;BUCCAL - EQ 4.2MG BASE;EQ 0.7MG BASE

USFDA APPLICATION NUMBER - 205637

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DOSAGE - FILM;BUCCAL - EQ 6.3MG BASE;EQ 1MG B...DOSAGE - FILM;BUCCAL - EQ 6.3MG BASE;EQ 1MG BASE

USFDA APPLICATION NUMBER - 205637

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DOSAGE - TABLET;SUBLINGUAL - EQ 2MG BASE;EQ 0...DOSAGE - TABLET;SUBLINGUAL - EQ 2MG BASE;EQ 0.5MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20733

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DOSAGE - TABLET;SUBLINGUAL - EQ 8MG BASE;EQ 2...DOSAGE - TABLET;SUBLINGUAL - EQ 8MG BASE;EQ 2MG BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20733

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DOSAGE - FILM;BUCCAL - EQ 0.075MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.15MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.3MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.45MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.6MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.75MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL - EQ 0.9MG BASE

USFDA APPLICATION NUMBER - 207932

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 12MG BA...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 12MG BASE;EQ 3MG BASE

USFDA APPLICATION NUMBER - 22410

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 2MG BAS...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 2MG BASE;EQ 0.5MG BASE

USFDA APPLICATION NUMBER - 22410

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 4MG BAS...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 4MG BASE;EQ 1MG BASE

USFDA APPLICATION NUMBER - 22410

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DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 8MG BAS...DOSAGE - FILM;BUCCAL, SUBLINGUAL - EQ 8MG BASE;EQ 2MG BASE

USFDA APPLICATION NUMBER - 22410

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