HYDROCOTARNINE HYDROBROMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H15NO3.BrH
Molecular Weight	302.164
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of HYDROCOTARNINE HYDROBROMIDE

Structure Search

SMILES

Br.COC1=C2OCOC2=CC3=C1CN(C)CC3

InChI

InChIKey=VMLDPXIOBIJNAW-UHFFFAOYSA-N

InChI=1S/C12H15NO3.BrH/c1-13-4-3-8-5-10-12(16-7-15-10)11(14-2)9(8)6-13;/h5H,3-4,6-7H2,1-2H3;1H

HIDE SMILES / InChI

Description
Sources: http://www.merriam-webster.com/medical/hydrocotarnine
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/19252340

Hydrocotarnine is a crystalline alkaloid, obtained from opium and also formed by the reduction of cotarnine. It is a non-narcotic opium alkaloid. Hydrocotarnine is supposed to potentiate the analgesic effect of oxycodone with unknown mechanism.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 3A4 127 Target ID: CHEMBL340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19252340	Inhibitor 8504		18.4 µM [IC50]
Cytochrome P450 2D6 62 Target ID: CHEMBL289 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19252340	Inhibitor 8504		6.63 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer pain 10 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19838028	Primary		Approved 8583	Unknown Approved Use Compound injection of oxycodone and hydrocotarnine is effective for cancer pain treatment

PubMed

Title	Date	PubMed
[Efficacy and safety of compound oxycodone injection for cancer pain relief-a multicenter survey of prescriptions].	2010-05	20495318
[Efficacy and safety of continuous subcutaneous injection of the compound oxycodone in cancer pain management: the first 4-year audit].	2009-10	19838028
Effect of hydrocotarnine on cytochrome P450 and P-glycoprotein.	2009	19252340
[Conversion ratio between intravenous oxycodone/hydrocotarnine and sustained-release oral oxycodone in patients with cancer pain].	2007-12	18079625
Pharmacokinetics and variation in the clearance of oxycodone and hydrocotarnine in patients with cancer pain.	2007-11	17978495
Comparison of the various opiate alkaloid contaminants and their metabolites found in illicit heroin with 6-monoacetyl morphine as indicators of heroin ingestion.	2006-05	16803666
Determination of oxycodone and hydrocotarnine in cancer patient serum by high-performance liquid chromatography with electrochemical detection.	2005-03	15790123

Patents

Sample Use Guides

In Vivo Use Guide

injections of oxycodone and hydrocotarnine contains 8 mg of oxycodone hydrochloride and 2 mg of hydrocotarnine hydrochloride.

Route of Administration: Other

In Vitro Use Guide

Hydrocotarnine (0.000388–38.8 mM) did not induce a significant change in the metabolic activities of CYP2C9, 2C19, and 2E1. Although weak inhibitory effects were observed on CYP3A4 and 2D6, the inhibition rate was less than 50% at the concentrations below 3.88 mM.

Name

Type

Language

HYDROCOTARNINE HYDROBROMIDE [MI]

Preferred Name

English

HYDROCOTARNINE HYDROBROMIDE

Common Name

English

5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-1,3-DIOXOLO(4,5-G)ISOQUINOLINE HYDROBROMIDE

Systematic Name

English

NSC-99784

Code

English

8-METHOXY-5,6-METHYLENEDIOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROBROMIDE

Systematic Name

English

1,3-DIOXOLO(4,5-G)ISOQUINOLINE, 5,6,7,8-TETRAHYDRO-4-METHOXY-6-METHYL-, HYDROBROMIDE (1:1)

Systematic Name

English

Code System Code Type Description

FDA UNII

XSR2NNV6TM