Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Oxytetracycline

Related Products

Hot Products

Name

Oxytetracycline

EINECS 201-212-8
CAS No. 79-57-2 Density 1.71 g/cm3
PSA 201.85000 LogP -0.54330
Solubility Slightly soluble in ethanol, very slightly soluble in water Melting Point 183 °C
Formula C22H24N2O9 Boiling Point 727.8 °C at 760 mmHg
Molecular Weight 460.441 Flash Point 394 °C
Transport Information N/A Appearance beige to light yellow crystalline powder
Safety 22-24/25-36/37/39-26 Risk Codes 63-36/37/38
Molecular Structure Molecular Structure of 79-57-2 (Oxytetracycline) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

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-(7CI,8CI);5-Hydroxytetracycline;Abbocin;Antibiotic TM 25;Biostat;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)-;Dabicycline;Geomycin;Geomycin (Streptomyces vimosus);Geotilin;LA 200;Lenocycline;Liquamycin LA 200;Mycoshield TMQTHC 20;NSC 9169;Oxiter 200;Oxitetracyclin;Oxycline;Oxydon;Oxylim;Oxymykoin;Oxysentin 100;Oxyterracin;Oxyterracine;Oxytetracycline amphoteric;Oxytetral;Ryomycin;Stevacin;Stevasin;Tarosin;Terrafungine;Terralon LA;Terramycin343;Terramycin Q 50;Tetran;Ursocyclin;Ursocycline;Vendarcin;

Article Data 7

Oxytetracycline Synthetic route

60-54-8

TETRACYCLINE

A

79-57-2

Oxytetracycline

B

1665-56-1, 7518-17-4

anhydrotetracycline

Conditions
ConditionsYield
With laccase from Trametes versicolor In water at 25℃; for 24h; pH=6; Catalytic behavior; Kinetics; Reagent/catalyst; pH-value; Enzymatic reaction;
60-54-8

TETRACYCLINE

79-57-2

Oxytetracycline

Conditions
ConditionsYield
With laccase from Pycnoporus sp. SYBC-L10; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In aq. phosphate buffer at 25℃; for 0.0666667h; pH=6; Catalytic behavior; Reagent/catalyst; Temperature; pH-value; Enzymatic reaction;
79-57-2

Oxytetracycline

108-24-7

acetic anhydride

(5S,5aR,6S,6aR,7S,10aS)-9-carbamoyl-7-(dimethylamino)-8,11-dihydroxy-5-methyl-10,12-dioxo-5,6,6a,7,10,12-hexahydrotetracene-1,5,6,10a(5aH)-tetrayl tetraacetate

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 25℃; for 1.5h;72%
50-00-0

formaldehyd

79-57-2

Oxytetracycline

85721-33-1

ciprofloxacin

1-cyclopropyl-7-(4-{[(4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carbonyl)-amino]-methyl}-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In ethanol for 0.05h; Mannich reaction; microwave irradiation;66%
14099-01-5

rhenium(I) pentacarbonyl chloride

79-57-2

Oxytetracycline

Re(oxytetracycline)(CO)3Cl

Conditions
ConditionsYield
In toluene byproducts: CO; a mixt. in toluene was stirred for about 90 min at 70°C; ppt. was filtered, washed with toluene, pptn. from CH3CN-diethyl ether; elem. anal.;60%
79-57-2

Oxytetracycline

66762-91-2

4-dedimethylamino-12a-deoxyterramycin

Conditions
ConditionsYield
With zinc In acetic acid at 28℃; for 96h;54%
With acetic acid; zinc
50-00-0

formaldehyd

79-57-2

Oxytetracycline

70458-96-7

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

7-(4-{[(4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carbonyl)-amino]-methyl}-piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In ethanol for 0.05h; Mannich reaction; microwave irradiation;43%
50-00-0

formaldehyd

79-57-2

Oxytetracycline

98079-51-7

lomefloxacin

7-(4-{[(4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carbonyl)-amino]-methyl}-3-methyl-piperazin-1-yl)-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In ethanol for 0.05h; Mannich reaction; microwave irradiation;41%
50-00-0

formaldehyd

79-57-2

Oxytetracycline

1-cyclopropyl-7-(4-{[(4-dimethylamino-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carbonyl)-amino]-methyl}-3-methyl-piperazin-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions
ConditionsYield
In ethanol for 0.05h; Mannich reaction; microwave irradiation;41%
79-57-2

Oxytetracycline

A

α-apo-oxytetracycline

B

4660-26-8

anhydro-oxytetracycline

C

α-apo-oxytetracycline

D

569-33-5

terrinolide

Conditions
ConditionsYield
With hydrogenchloride In water at 75℃; for 2h;A 23.2%
B n/a
C 7.7%
D 33.1%

Oxytetracycline Consensus Reports

Reported in EPA TSCA Inventory.

Oxytetracycline Specification

The Oxytetracycline, with the CAS registry number 79-57-2, is also known as 5-Hydroxytetracycline. Its EINECS number is 201-212-8. This chemical's molecular formula is C22H24N2O9 and molecular weight is 460.43. What's more, its systematic name is (4S,4aR,5S,5aR,6S,12aS) -4-(dimethylamino)-3,5,6,10,11,12a-hexahydroxy -6-methyl-1,12-dioxo-1,4,4a,5,5a,6,12,12a-octahydrotetracene -2-carboxamide. Its classification codes are: (1)Agricultural Chemical; (2)Anti-Bacterial Agents; (3)Anti-Infective Agents; (4)Drug / Therapeutic Agent; (5)Germicide, bactericide, disinfectant; (6)Human Data; (7)Mutation data; (8)Reproductive Effect. It is a tetracycline analog isolated from the actinomycete streptomyces rimosus and used in a wide variety of clinical conditions. It should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. Oxytetracycline is a broad spectrum antibiotic that is active against a wide variety of bacteria. It is still used to treat infections caused by chlamydia. It is used to treat acne, due to its activity against the bacteria on the skin that cause acne. Moreover, it is also used to treat flare-ups of chronic bronchitis, due to its activity against the bacteria usually responsible, Haemophilus influenzae. It may also be used to treat other rarer infections, such as those caused by a group of micro-organisms called rickettsiae.

Physical properties of Oxytetracycline are: (1)ACD/LogP: 0.57; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -0.71; (4)ACD/LogD (pH 7.4): -2.34; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.55; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 11; (10)#H bond donors: 8; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 113.07 Å2; (13)Index of Refraction: 1.762; (14)Molar Refractivity: 110.6 cm3; (15)Molar Volume: 268.1 cm3; (16)Polarizability: 43.84×10-24cm3; (17)Surface Tension: 111.3 dyne/cm; (18)Density: 1.71 g/cm3; (19)Flash Point: 394 °C; (20)Enthalpy of Vaporization: 111.54 kJ/mol; (21)Boiling Point: 727.8 °C at 760 mmHg; (22)Vapour Pressure: 3.09E-22 mmHg at 25°C.

Preparation: it is derived by fermentation of Streptomyces rimosus (Streptomyces rimosus). You can get the product by drying the solid after adding calcium carbonate into the fermentation broth, followed by filtration.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to respiratory system and skin. It has a possible risk of harm to the unborn child. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you must avoid contact with eyes and need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C4\C2=C(/O)c1c(cccc1O)[C@](O)(C)[C@H]2[C@H](O)[C@@H]3[C@@]4(O)C(=O)/C(C(=O)[C@H]3N(C)C)=C(\O)N
(2)Std. 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/h4-6,12-14,17,25-26,28,31-33H,23H2,1-3H3/b20-11-/t12-,13-,14+,17+,21-,22+/m1/s1
(3)Std. InChIKey: FYDOORKXBWEKQM-GUQPPTOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 220mg/kg (220mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics and Chemotherapy Vol. 3, Pg. 1015, 1953.
guinea pig LDLo intraperitoneal 2250mg/kg (2250mg/kg)   Antibiotiki. Vol. 20, Pg. 793, 1975.
infant TDLo parenteral 136mg/kg (136mg/kg) MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES Lancet. Vol. 1, Pg. 827, 1962.
man TDLo oral 114mg/kg/4D (114mg/kg) BLOOD: HEMORRHAGE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
JAMA, Journal of the American Medical Association. Vol. 231, Pg. 734, 1975.
mouse LD50 intraperitoneal 5706mg/kg (5706mg/kg)   Antibiotiki. Vol. 20, Pg. 793, 1975.
mouse LD50 intravenous 140mg/kg (140mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 1, 1955.
mouse LD50 oral 2240mg/kg (2240mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 1, 1955.
mouse LD50 subcutaneous 700mg/kg (700mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 3, Pg. 44, 1980.
rat LD50 intravenous 260mg/kg (260mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 501, 1978.
rat LD50 oral 4800mg/kg (4800mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 501, 1978.
women TDLo oral 24mg/kg/6D-I (24mg/kg) BLOOD: THROMBOCYTOPENIA American Journal of Hematology. Vol. 43, Pg. 333, 1993.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 79-57-2