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Noramco Buprenorphine Hydrochloride Noramco Buprenorphine Hydrochloride

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Technical details about BUPRENORPHINE HYDROCHLORIDE AND NALOXONE HYDROCHLORIDE, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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

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

2D Structure

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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