MECLOCYCLINE

US Previously Marketed

First approved in 1980

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H21ClN2O8
Molecular Weight	476.864
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)[C@H]1[C@@H]2[C@@H](O)[C@@H]3C(=C)C4=C(Cl)C=CC(O)=C4C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O

InChI

InChIKey=GGQJXCQBBONZFX-IWVLMIASSA-N

InChI=1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26,28-30,33H,1H2,2-3H3,(H2,24,32)/t10-,14-,15+,17+,22+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H21ClN2O8
Molecular Weight	476.864
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.drugs.com/mmx/meclocycline-sulfosalicylate.html#citec00163804

Meclocycline is a tetracycline antibiotic. It is used topically for skin infections treatment. Tetracyclines are broad-spectrum bacteriostatic agents and act by inhibiting protein synthesis by blocking the binding of aminoacyl tRNA (transfer RNA) to the mRNA (messenger RNA) ribosome complex. Meclocycline might increase sensitivity to light when it is used with Aminolevulinic acid.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial 30S ribosomal subunit 2 Target ID: Bacterial 30S ribosomal subunit Sources: http://www.syrianclinic.com/med/en/ProfDrugs/Meclocyclinepd.html	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Acne vulgaris 34 Sources: http://www.syrianclinic.com/med/en/ProfDrugs/Meclocyclinepd.html	Curative		Approved 8583	MECLAN Approved Use Topical treatment of inflammatory acne vulgaris Launch Date 1981

Doses

Dose	Population	Adverse events
1 % 2 times / day multiple, topical Recommended Dose: 1 %, 2 times / day Route: topical Route: multiple Dose: 1 %, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/1675534	unhealthy, 12-37 Health Status: unhealthy Age Group: 12-37 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/1675534	Other AEs: Yellow skin... Other AEs: Yellow skin (6%) Sources: https://pubmed.ncbi.nlm.nih.gov/1675534
1 % 2 times / day multiple, topical Recommended Dose: 1 %, 2 times / day Route: topical Route: multiple Dose: 1 %, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/6452987	unhealthy Health Status: unhealthy Sources: https://pubmed.ncbi.nlm.nih.gov/6452987	Other AEs: Contact dermatitis... Other AEs: Contact dermatitis Sources: https://pubmed.ncbi.nlm.nih.gov/6452987

AEs

AE	Significance	Dose	Population
Yellow skin	6%	1 % 2 times / day multiple, topical Recommended Dose: 1 %, 2 times / day Route: topical Route: multiple Dose: 1 %, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/1675534	unhealthy, 12-37 Health Status: unhealthy Age Group: 12-37 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/1675534
Contact dermatitis		1 % 2 times / day multiple, topical Recommended Dose: 1 %, 2 times / day Route: topical Route: multiple Dose: 1 %, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/6452987	unhealthy Health Status: unhealthy Sources: https://pubmed.ncbi.nlm.nih.gov/6452987

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L27GB
ABI Chem	AC1NR077
ABI Chem	AC1NSE5G
Alfa Chemistry	2013-58-3	https://www.alfa-chemistry.com/cas_2013-58-3.htm
AmicBase - Antimicrobial Activities	4057
BioSynth	J-013043	https://www.biosynth.com/en/products/all-products/products/J-013043.html
Chemieliva Pharmaceutical Co., Ltd	PBCM1229533
ChemMol	44014818	http://www.chemmol.com/chemmol/44014818.html
ChemMol	99047357	http://www.chemmol.com/chemmol/99047357.html
Compound Cloud	54676538
Compound Cloud	54676539
DC Chemicals	DC36400	http://www.dcchemicals.com//product_show-GS-2989.html
eMolecules	295160563
Molnova	M15822
MuseChem	R074533	https://www.musechem.com/product/R074533.html
NovoSeek	5282519
NovoSeek	5359674
Smolecule	S534870	http://www.smolecule.com/products/s534870
TargetMol	T0281
THE BioTek	bt-274529	https://www.thebiotek.com/product/inhibitors/bt-274529
Yick-Vic Chemicals & Pharmaceuticals (HK) Ltd.	PH-0154A
ZINC	ZINC000004149268	http://zinc15.docking.org/substances/ZINC000004149268

PubMed

Title	Date	PubMed
Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents.	2010-07	20116850

Patents

Sample Use Guides

In Vivo Use Guide

Two times a day, morning and evening.

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:46:53 GMT 2025` Edited by `admin` on `Wed Apr 02 08:46:53 GMT 2025`
Record UNII	23Q8M2HE6S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MECLOCYCLINE

Official Name

English

GS-2989

Preferred Name

English

7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide

Common Name

English

MECLOCYCLINE [MART.]

Common Name

English

MECLOCYCLINE [USAN]

Common Name

English

2-NAPHTHACENECARBOXAMIDE, 7-CHLORO-4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYLENE-1,11-DIOXO-, (4S-(4A,4A.ALPHA.,5A,5A.ALPHA.,12A.ALPHA.))-

Common Name

English

meclocycline [INN]

Common Name

English

MECLOCYCLINE [MI]

Common Name

English

NSC-78502

Code

English

Meclocycline [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1595