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6153-64-6

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Identification

Name
Oxytetracycline dihydrate
CAS
6153-64-6
Synonyms
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 dihydrate
5-hydroxytetracycline
OXYTETRACYCLINE DIHYDRATE
terramycin
OXYCYCLINE
DOXYCYCLINE USP 23
OXYTETRACYCLINE HCL BP
DOXYCYCLINE HYDRATE BP98 USP23
DOXYCYCLINE HYCHLATE
DOXYCYCLINE HCL ( VETERINARY)
trramycin
OXYTETRACYCLINE DIHYDRATE SIGMAULTRA
OxytetracyclineHcl2058-46-0,
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-, dihydrate, (4S,4aR,5S,5aR,6S,12aS)-
OXYTETRACYCLINEFEED
OXYTETRACYCLINE DIHYDRATE, INJECTABLE GRADE
OXYTETRACYCLINE DIHYDRATE, ORAL GRADE
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 dihydrate
EINECS(EC#)
209-271-1
Molecular Formula
C22H28N2O11
MDL Number
MFCD00151234
Molecular Weight
496.46
MOL File
6153-64-6.mol

Chemical Properties

Appearance
yellow crystalline powder
Melting point 
181-182 °C
mp 
181-182 °C
alpha 
-216 º (c=1,0.1 M HCl)
storage temp. 
0-6°C
solubility 
1 M HCl: 0.1 M yellow to yellow-orange, clear

form 
crystalline

color 
yellow

Water Solubility 
slightly soluble
CAS DataBase Reference
6153-64-6(CAS DataBase Reference)
EPA Substance Registry System
6153-64-6(EPA Substance)

Safety Data

Hazard Codes 
Xn,Xi
Risk Statements 
R63:Possible risk of harm to the unborn child.
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements 
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
WGK Germany 
3

HS Code 
29413020

Hazard Information

Chemical Properties
yellow crystalline powder
Uses
Antibiotic substance isolated from the elaboration products of the actinomycete, Streptomyces rimosus, grown on a suitable medium. Antibacterial.
Uses
antihypertensive
Brand name
Terramycin (Pfizer).
Purification Methods
Terramycin crystallises (as dihydrate) from water or aqueous EtOH and is soluble in MeOH, EtOH, Me2CO and H2O (0.25mg/mL at 25o ) but insoluble in Et2O and pet ether. It is amphoteric, and an aqueous solution has pH 2.0-5.0. It has max at 247, 275 and 353nm in 0.1 M phosphate (pH 4.5). [Finlay et al. Science 111 85 1951.] The hydrochloride, [2058-46-0] M 496.9 [Beilstein 14 IV 2630], crystallises from MeOH in needles and from H2O at 50o it forms plates. Terramycin has also been purified via the hydrochloride by dissolving it in H2O, adjusting to pH 6, and the solid is filtered off after 1hour. The crystals of the dihydrate are dried to constant weight in vacuum/CaCl2/25o. Drying at 60o in vacuo gives the anhydrous base m 184.5-185.5o (sintering at 180o). The dihydrate has m 181-182o. Its optical rotation in MeOH decreases from [] D 25 +26o (c 0.5%) to [] D 25 +11.3o after standing for 16hours. It forms a sodium salt and a CaCl2 complex. [Regna et al. J Am Chem Soc 73 4211 1951, Beilstein 14 IV 2633.]

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