THEBACON

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H23NO4
Molecular Weight	341.4009
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]15CCN(C)[C@]([H])(C4)[C@]5([H])CC=C2OC(C)=O

InChI

InChIKey=RRJQTGHQFYTZOW-ILWKUFEGSA-N

InChI=1S/C20H23NO4/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/t13-,14+,19-,20-/m0/s1

HIDE SMILES / InChI

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 8429	ACEDICON Approved Use Antitussive Launch Date -1.2939264E12

PubMed

Title	Date	PubMed
[Acedicon in the symptomatic therapy of pulmonary tuberculosis].	1951 Jan	14823257
[Acute acedicon poisoning; recovery with nalorphine].	1958 Jan 1	13518892
[Clinical experiences with acedicon tablongettes].	1960 Mar 26	14405585
A comparison of the antinociceptive and temperature responses to morphine and fentanyl derivatives in rats.	2013 Apr	23440583
Contribution of human esterases to the metabolism of selected drugs of abuse.	2015 Jan 5	25445008

Patents

Sample Use Guides

In Vivo Use Guide

7.5-15 mg per day

Route of Administration: Other

In Vitro Use Guide

Unknown

Name

Type

Language

THEBACON

Official Name

English

DIHYDROCODEINONE ENOL ACETATE

Common Name

English

IDS-NT-001

Code

English

thebacon [INN]

Common Name

English

ACETYLDIHYDROCODEINONE

Common Name

English

ACETYLDEMETHYLDIHYDROTHEBAINE

Common Name

English

Thebacon [WHO-DD]

Common Name

English

THEBACON [MI]

Common Name

English

NSC-117860

Code

English

DEA NO. 9315

Common Name

English

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

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QR05DA10