CAS 514-53-4

Isochlortetracycline

Description:

Isochlortetracycline is a semi-synthetic derivative of tetracycline, classified as an antibiotic. It is primarily used in veterinary medicine for the treatment of bacterial infections in livestock and poultry. The compound exhibits broad-spectrum antibacterial activity, inhibiting protein synthesis in bacteria by binding to the 30S ribosomal subunit. Isochlortetracycline is characterized by its stability in acidic conditions, which enhances its bioavailability. It is typically administered orally or via injection, depending on the formulation and target species. The substance is known for its potential to cause side effects, including gastrointestinal disturbances and allergic reactions in some animals. Additionally, due to concerns about antibiotic resistance, its use is regulated in many regions. Isochlortetracycline is also subject to environmental scrutiny, as residues can persist in animal products and contribute to the development of resistant bacterial strains. Overall, while effective in treating infections, its application must be managed carefully to mitigate risks associated with antibiotic use in agriculture.

Formula: C₂₂H₂₃ClN₂O₈·ClH

InChI: InChI=1/C22H23ClN2O8/c1-21(15-10(23)4-5-11(26)13(15)20(31)33-21)8-6-9-16(25(2)3)17(28)14(19(24)30)18(29)22(9,32)12(27)7-8/h4-5,8-9,16,26,30,32H,6-7,24H2,1-3H3/b19-14-/t8-,9-,16-,21-,22-/m0/s1

InChI key: InChIKey=GFSLIMZISCAANG-AXVXPIMKSA-N

SMILES: O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)(C[C@@](CC2=O)([C@@]3(C)C=4C(C(=O)O3)=C(O)C=CC4Cl)[H])[H]

Synonyms:

• (1S,4aS,7S,8aS)-3-[amino(hydroxy)methylidene]-7-[(1S)-7-chloro-4-hydroxy-1-methyl-3-oxo-1,3-dihydro-2-benzofuran-1-yl]-4a-hydroxy-N,N-dimethyl-2,4,5-trioxodecahydronaphthalen-1-aminium
• (4S,4aS,6S,8aS)-6-[(1S)-7-Chloro-1,3-dihydro-4-hydroxy-1-methyl-3-oxo-1-isobenzofuranyl]-4-(dimethylamino)-1,4,4a,5,6,7,8,8a-octahydro-3,8a-dihydroxy-1,8-dioxo-2-naphthalenecarboxamide
• 2-Naphthalenecarboxamide, 6-(7-chloro-1,3-dihydro-4-hydroxy-1-methyl-3-oxo-1-isobenzofuranyl)-4-(dimethylamino)-1,4,4a,5,6,7,8,8a-octahydro-3,8a-dihydroxy-1,8-dioxo-, [4S-[4α,4aα,6β(R*),8aα]]-
• 2-Naphthalenecarboxamide, 6-[(1S)-7-chloro-1,3-dihydro-4-hydroxy-1-methyl-3-oxo-1-isobenzofuranyl]-4-(dimethylamino)-1,4,4a,5,6,7,8,8a-octahydro-3,8a-dihydroxy-1,8-dioxo-, (4S,4aS,6S,8aS)-
• 7-Chloroisotetracycline
• Iso-chlorotetracycline
• Isoaureomycin
• Isochlortetracycline
• Phthalide, 3-[6-carbamoyl-8-(dimethylamino)-1,2,3,4,4a,5,8,8a-octahydro-4a,7-dihydroxy-4,5-dioxo-2-naphthyl]-4-chloro-7-hydroxy-3-methyl-
• (4S,4aS,6S,8aR)-6-[(1S)-7-chloro-4-hydroxy-1-methyl-3-oxo-2-benzofuran-1-yl]-4-(dimethylamino)-1,8a-dihydroxy-3,8-dioxo-4a,5,6,7-tetrahydro-4H-naphthalene-2-carboxamide
• 2-Naphthalenecarboxamide, 6-(7-chloro-1,3-dihydro-4-hydroxy-1-methyl-3-oxo-1-benzofuranyl)-4-(dimethylamino)-1,4,4A,5,6,7,8,8A-octahydro-3,8A-dihydroxy-1,8-dioxo-, (4S-(4-alpha,4A-alpha,6-beta(R*),8A-alpha))-
• Isochlortetracyclinehydrochloride USP/EP/BP
• Chlortetracycline EP Impurity G
• canbeusedassecondarystandard,HCl

Isochlortetracycline

CAS: 514-53-4

Isochlortetracycline is an inactive alkaline product of the degradation of the broad-spectrum antibiotic chlortetracycline.

Formula: C₂₂H₂₃ClN₂O₈

Color and Shape: Solid

Molecular weight: 478.88

Ref: TM-T38337

Isochlortetracycline

Controlled Product

CAS: 514-53-4

Formula: C₂₂H₂₃ClN₂O₈

Color and Shape: Light Yellow To Beige

Molecular weight: 478.88

Ref: TR-I790000

Isochlortetracycline

CAS: 514-53-4

Isochlortetracycline is a tetracycline antibiotic with a mode of action that inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit. It is used for treating bacterial infections in both humans and animals.

Formula: C₂₂H₂₃ClN₂O₈

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 478.88 g/mol

Ref: 3D-AI24669