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ChemicalBook--->CAS DataBase List--->6153-64-6

6153-64-6

6153-64-6 Structure

6153-64-6 Structure
IdentificationMore
[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
Questions And AnswerBack Directory
[Description]

Oxytetracycline is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. It's a prescription antibiotic that interferes with bacteria's ability to produce essential proteins.
[Synthesis]

Oxytetracycline dihydrate is synthesized by a type II polyketide synthase that generates the poly-beta-ketone backbone through successive decarboxylative condensation of malonyl-CoA extender units, followed by modifications by cyclases, oxygenases, transferases, and additional tailoring enzymes.
Chemical PropertiesBack Directory
[Appearance]

yellow crystalline powder
[Melting point ]

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 DataBack Directory
[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 InformationBack Directory
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Oxytetracycline dihydrate(6153-64-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Oxytetracycline dihydrate, 95%(6153-64-6)
[Sigma Aldrich]

6153-64-6(sigmaaldrich)
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