CAS 79-57-2: Oxytetracycline
Description:Oxytetracycline is a broad-spectrum antibiotic belonging to the tetracycline class, primarily used to treat various bacterial infections in humans and animals. It is characterized by its ability to inhibit protein synthesis in bacteria by binding to the 30S ribosomal subunit, thereby preventing the growth and reproduction of the microorganisms. The compound is typically presented as a yellowish crystalline powder, which is soluble in water and exhibits a pH-dependent solubility profile. Oxytetracycline is effective against a wide range of Gram-positive and Gram-negative bacteria, as well as some protozoa. Its chemical structure features a naphthacene core with multiple hydroxyl and keto functional groups, contributing to its antibacterial activity. Additionally, it has been utilized in various formulations, including oral, injectable, and topical applications. However, its use is associated with potential side effects, such as gastrointestinal disturbances and photosensitivity, and it is contraindicated in pregnant women and young children due to the risk of tooth discoloration.
Formula:C22H24N2O9
InChI:InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
InChI key:InChIKey=IWVCMVBTMGNXQD-PXOLEDIWSA-N
SMILES:O=C(N)C=1C(=O)C2(O)C(O)=C3C(=O)C=4C(O)=CC=CC4C(O)(C)C3C(O)C2C(C1O)N(C)C
- Synonyms:
- (2Z,4S,4aR,5S,5aR,6S,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,6,10,11,12a-pentahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione
- (4S,4aR,5S,5aR,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
- (4S,4aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-11-oxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, (4S,4aR,5S,5aR,6S,12aS)-
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5α,5aα,6β,12aα)]-
- 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo
- 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
- 4-Dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
- 5-Hydroxytetracycline
- Abbocin
- See more synonyms
- Adamycin
- Antibiotic TM 25
- Berkmycen
- Biostat
- Biostat PA
- Clinimycin
- Dabicycline
- Erfamycin
- Fanterrin
- Geomycin
- Geomycin (Streptomyces vimosus)
- Geotilin
- Imperacin
- La 200
- Lenocycline
- Liquamycin
- Liquamycin LA 200
- Macocyn
- Mycoshield TMQTHC 20
- Nsc 9169
- OTC
- OTC (antibiotic)
- OTC Base
- Oksisyklin
- Oxatets
- Oxiter 200
- Oxitetraciclina
- Oxitetracyclin
- Oxtc
- Oxy-Kesso-Tetra
- Oxycline
- Oxydon
- Oxyject LA
- Oxylim
- Oxymed 50
- Oxymycin
- Oxymykoin
- Oxypam
- Oxysentin 100
- Oxyteracycline
- Oxyterracin
- Oxyterracine
- Oxyterracyne
- Oxytetracyclin
- Oxytetracycline Base
- Oxytetracycline amphoteric
- Oxytetral
- Proteroxyna
- Riomitsin
- Ryomycin
- Solkaciclina
- Stecsolin
- Stevacin
- Stevasin
- Tarocyn
- Tarosin
- Teravit
- Terrafungine
- Terralon LA
- Terramycin
- Terramycin 343
- Terramycin Q 50
- Tetran
- Tm 50
- Tormicina
- Unimycin
- Ursocyclin
- Ursocycline
- Vendarcin
