Tetracycline

Inquiry

For Research Use Only.

Category

Impurities

Cat.No.

NP3720

CAS

60-54-8

Product Name

Tetracycline

Structure

Product Details

Description

Tetracycline is an antibiotic produced by various Streptomyces such as Str. viridifaciens BL-567201 and Str. aureofacies NRRL 2209. It has antibacterial and mycobacterial activity, and has cross-resistance with oxytetracycline and chlortetracycline. Human serum does not affect its antibacterial activity. It has the effect of inhibiting large viruses and the main gram. It is widely used in clinics to treat chlamydia, rickettsia, mycoplasma and bacterial infections.

Synonyms

Oxytetracycline EP Impurity B; (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide; Abramycin; Achromycin; (-)-Tetracycline; 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-; 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5aα,6β,12aα)]-; NSC 108579; Dispatetrin; Economycin; Biocycline; Cytome; Limecycline; Medocycline; Veracin; Oxytetracycline Dihydrate EP Impurity B; Oxytetracycline Hydrochloride EP Impurity B

IUPAC Name

(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

Molecular Weight

444.43

Molecular Formula

C22H24N2O8

Canonical SMILES

O=C(N)C=1C(=O)C2(O)C(O)=C3C(=O)C=4C(O)=CC=CC4C(O)(C)C3CC2C(C1O)N(C)C

InChI

InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1

InChIKey

OFVLGDICTFRJMM-WESIUVDSSA-N

Boiling Point

790.6±60.0°C at 760 mmHg

Melting Point

170-173°C(dec.)

Purity

>98% by HPLC

Density

1.64±0.1 g/cm3

Solubility

Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.