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CAS 3963-95-9

:

Methacycline hydrochloride

Description:
Methacycline hydrochloride is a semi-synthetic antibiotic belonging to the tetracycline class, characterized by its broad-spectrum antibacterial activity. It is primarily effective against a variety of Gram-positive and Gram-negative bacteria, as well as certain protozoa. The compound is known for its ability to inhibit protein synthesis in bacteria by binding to the 30S ribosomal subunit, thereby preventing the translation of mRNA. Methacycline hydrochloride is typically administered in its hydrochloride salt form, which enhances its solubility in water, facilitating oral or parenteral administration. The substance is often utilized in the treatment of various infections, including respiratory tract infections, urinary tract infections, and certain skin conditions. Its pharmacokinetic properties include moderate absorption and distribution in body tissues, with a relatively long half-life, allowing for less frequent dosing. However, like other tetracyclines, it may cause side effects such as gastrointestinal disturbances and photosensitivity. Due to the potential for bacterial resistance, its use is often guided by susceptibility testing.
Formula:C22H22N2O8·ClH
InChI:InChI=1S/C22H22N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31);1H/t10-,14-,15+,17+,22+;/m1./s1
InChI key:InChIKey=VZQARNDJLLWXGL-CCHMMTNSSA-N
SMILES:O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)([C@@H](O)[C@]3(C(=C2O)C(=O)C=4C(C3=C)=CC=CC4O)[H])[H].Cl
Synonyms:
  • (2Z,4S,4Ar,5S,5Ar,12As)-2-[Amino(Hydroxy)Methylidene]-4-(Dimethylamino)-5,10,11,12A-Tetrahydroxy-6-Methylidene-4A,5A,6,12A-Tetrahydrotetracene-1,3,12(2H,4H,5H)-Trione Hydrochloride
  • (4S,4Ar,5S,5Ar,12As)-4-(Dimethylamino)-3,5,10,12,12A-Pentahydroxy-6-Methylidene-1,11-Dioxo-1,4,4A,5,5A,6,11,12A-Octahydrotetracene-2-Carboxamide
  • (4S,4Ar,5S,5Ar,12As)-4-(Dimethylamino)-3,5,10,12,12A-Pentahydroxy-6-Methylidene-1,11-Dioxo-1,4,4A,5,5A,6,11,12A-Octahydrotetracene-2-Carboxamide Hydrochloride (1:1)
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, hydrochloride (1:1), (4S,4aR,5S,5aR,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, monohydrochloride
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, monohydrochloride, (4S,4aR,5S,5aR,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, monohydrochloride, [4S-(4α,4aα,5α,5aα,12aα)]-
  • 4-(Dimethylamino)-3,5,10,12,12A-Pentahydroxy-6-Methylidene-1,11-Dioxo-1,4,4A,5,5A,6,11,12A-Octahydrotetracene-2-Carboxamide Hydrochloride (1:1)
  • 6-Demethyl-6-Deoxy-6-Methyleneoxytetracycline Monohydrochloride
  • 6-Demethyl-6-Deoxy-6-Methyleneoxytetracyclne Hydrochloride
  • See more synonyms
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Purity (%)
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100
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0
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50
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90
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95
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100
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