THEBACON HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H23NO4.ClH
Molecular Weight	377.862
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=CC=C2C[C@@H]3[C@@H]4CC=C(OC(C)=O)[C@@H]5OC1=C2[C@]45CCN3C

InChI

InChIKey=OTQDEDKVELDPIY-ZKVYEUBZSA-N

InChI=1S/C20H23NO4.ClH/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2;/h4,6-7,13-14,19H,5,8-10H2,1-3H3;1H/t13-,14+,19-,20-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C20H23NO4
Molecular Weight	341.4009
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://books.google.ru/books?id=PcyoOmjvGzkC&printsec=frontcover&hl=ru#v=onepage&q&f=false
Curator's Comment: Description was created based on several sources, including https://books.google.ru/books?id=szDnBwAAQBAJ&printsec=frontcover&hl=ru#v=onepage&q&f=false | https://www.boehringer-ingelheim.us/history/history-milestone/1885-1948 | https://www.ncbi.nlm.nih.gov/pubmed/23440583

Thebacon (dihydrocodeinone enol acetate, trade name Acedicon) is semisynthetic opioid analgetic and antitussive compound. Boehringer-Ingelheim merketed Acedicon for the treatment of cough. Thebacon is a Schedule I drug, that has not got approved use in US.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Carboxylesterase 2 9 Target ID: CHEMBL3180 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25445008	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: (1963) Progress in Medicinal Chemistry, page 98, retrieved from: https://books.google.ru/books?id=PcyoOmjvGzkC	Primary		Approved 8583	ACEDICON Approved Use Antitussive Launch Date 1928

PubMed

Title	Date	PubMed
Contribution of human esterases to the metabolism of selected drugs of abuse.	2015-01-05	25445008
A comparison of the antinociceptive and temperature responses to morphine and fentanyl derivatives in rats.	2013-04	23440583
[Clinical experiences with acedicon tablongettes].	1960-03-26	14405585
[Acute acedicon poisoning; recovery with nalorphine].	1958-01-01	13518892
[Acedicon in the symptomatic therapy of pulmonary tuberculosis].	1951-01	14823257

Patents

Sample Use Guides

In Vivo Use Guide

7.5-15 mg per day

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:24:34 GMT 2025` Edited by `admin` on `Mon Mar 31 22:24:34 GMT 2025`
Record UNII	65Y58V95HC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THEBACON HYDROCHLORIDE

Common Name

English

ACEDICONE

Preferred Name

English

Thebacon hydrochloride [WHO-DD]

Common Name

English

THEBACON HYDROCHLORIDE [MI]

Common Name

English

.DELTA.6-CODEINE, ACETATE, HYDROCHLORIDE

Common Name

English

DIHYDROCODEINONE ENOL ACETATE HYDROCHLORIDE

Common Name

English

MORPHINAN-6-OL, 6,7-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, ACETATE (ESTER), HYDROCHLORIDE, (5.ALPHA.)-

Systematic Name

English

Code System Code Type Description

FDA UNII

65Y58V95HC