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2013-58-3

2013-58-3 Structure

2013-58-3 Structure
IdentificationBack Directory
[Name]

meclocycline
[CAS]

2013-58-3
[Synonyms]

GS-2989
NSC-78502
Aids043973
Aids-043973
MECLOCYLINE
meclocycline
Meclocycline base
Meclocycline(usan)
Chlormethylenecycline
meclocycline USP/EP/BP
GGQJXCQBBONZFX-IWVLMIASSA-N
Meclocycline (1.0mg/ml in DMSO)
7-Chloro-6-Methylene-oxytetracycline, GS 2989, NCS 78502
(4S)-4β-(Dimethylamino)-1,4,4aβ,5,5aβ,6,11,12a-octahydro-3,5β,10,12,12aβ-pentahydroxy-6-methylene-7-chloro-1,11-dioxo-2-naphthacenecarboxamide
(4S,4aR,5S,5aR,12aS)-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
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,4aR,5S,5aR,12aS)-
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-(4.alpha.,4A.alpha.,5.alpha.,5A.alpha.,12A.alpha.)]- (9ci)
[EINECS(EC#)]

217-938-3
[Molecular Formula]

C22H21ClN2O8
[MDL Number]

MFCD00864872
[MOL File]

2013-58-3.mol
[Molecular Weight]

476.86
Chemical PropertiesBack Directory
[Melting point ]

>167°C (dec.)
[Boiling point ]

837.0±65.0 °C(Predicted)
[density ]

1.72±0.1 g/cm3(Predicted)
[storage temp. ]

Amber Vial, -20°C Freezer, Under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

4.50±1.00(Predicted)
[color ]

Yellow to Dark Yellow
[Stability:]

Light Sensitive
Hazard InformationBack Directory
[Uses]

Meclocycline is a close structural analogue of methacycline which shows antibacterial and antiprotozoan activity.
[Uses]

Meclocycline is a semi-synthetic tetracycline prepared by dehydration of the 6-hydroxy group of chlortetracycline to yield an exocyclic 6-methylene. Meclocyline is a close structural analogue of methacycline. Like all tetracyclines, meclocycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis. Meclocycline has been extensively cited in the literature with over 400 references.
[Definition]

ChEBI: Meclocycline is a member of tetracyclines.
[Brand name]

Meclan (Johnson & Johnson).
Safety DataBack Directory
[Toxicity]

LD50 in mice (mg/kg): >5000 orally, 425 i.p. (Bernardi)
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