Clomocycline

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Clomocycline
Category Bioactive by-products
Catalog number BBF-00651
CAS 1181-54-0
Molecular Weight 508.91
Molecular Formula C23H25ClN2O9
Purity 95%

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Description

It is produced by the strain of Streptomyces aureofaciens. Clomocycline has anti-gram-positive and negative bacteria activity.

Specification

Synonyms Chlormethylenecycline; N'-Methylolo-chlortetracycline; 7-Chloro-N-(hydroxymethyl)tetracycline; Megaclor
IUPAC Name (4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-N-(hydroxymethyl)-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
Canonical SMILES CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C(C=CC(=C41)Cl)O)O)O)O)C(=O)NCO)N(C)C)O
InChI InChI=1S/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-29,32,34-35H,6-7H2,1-3H3,(H,25,33)/t8-,9-,16-,22-,23-/m0/s1
InChI Key BXTHDFJCJQJHKD-KMVLDZISSA-N

Properties

Appearance Yellow Amorphous Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 739.7°C at 760 mmHg
Melting Point 154-170 °C
Density 1.70 g/cm3

Reference Reading

1.A clinical trial of clomocycline in general practice.
Marshall BU. Practitioner. 1966 Sep;197(179):362-4.
2.Some tetracycline drugs suppress mitogen-stimulated lymphocyte growth but others do not.
Potts RC, MacConnachie A, Brown RA, Gibbs JH, Robertson AJ, Hassan HA, Beck JS. Br J Clin Pharmacol. 1983 Aug;16(2):127-32.
Eight tetracycline drugs were tested for inhibitory effect on phytohaemagglutinin (PHA) stimulated growth (measured by [3H]-TdR uptake) of peripheral blood mononuclear cells: at least 26 normal subjects were tested with each drug. Doxycycline reduced DNA synthesis appreciably at concentrations within and just above the therapeutic range of blood levels: it was the most potent inhibitor, but demeclocycline, methacycline and minocycline had similar, if less potent, effects. Tetracycline, oxytetracycline, chlortetracycline and clomocycline did not inhibit DNA synthesis of 3-day cultures even at concentrations five to ten times greater than the therapeutic blood level. Volume spectroscopy measurements showed that none of the eight tetracycline drugs interfered with the recruitment of cells into G1-phase growth of the first cell cycle after PHA stimulation.
3.Clomocycline and oxytetracycline in acne vulgaris.
Ganpule M. Practitioner. 1968 Sep;201(203):479-82.
4.Clinical trial of clomocycline (Megaclor) in gonococcal and non-gonococcal urethritis.
Andrew GS, Edwards JC, Oller LZ. Br J Vener Dis. 1969 Jun;45(2):154-6.

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