Description
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Chlortetracycline

Description
Product Name
Chlortetracycline
CAS No.
57-62-5
Chemical Name
Chlortetracycline
Synonyms
CHLOROTETRACYCLINE;Clortetraciclina;Chlortetracyclin;Chlortetracycline Premix;aureomykoin;Aurofac;flamycin;duomycin;acronize;Biovetin
CBNumber
CB5408663
Molecular Formula
C22H23ClN2O8
Formula Weight
478.88
MOL File
57-62-5.mol
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Chlortetracycline Property

Melting point:
168-169°
alpha 
D23 -275.0° (methanol)
Boiling point:
821.1±65.0 °C(Predicted)
Density 
1.2833 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
2-8°C
solubility 
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
form 
A solid
pka
pKa 3.3 (Uncertain)
Water Solubility 
0.63g/L(25 ºC)
LogP
-0.620
CAS DataBase Reference
57-62-5(CAS DataBase Reference)
EPA Substance Registry System
Chlortetracycline (57-62-5)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
1
RTECS 
QI7750000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
17776
Product name
Chlortetracycline Selective Supplement
Purity
suitableformicrobiology
Packaging
5vials
Price
$72.1
Updated
2024/03/01
Cayman Chemical
Product number
23302
Product name
Chlortetracycline
Purity
≥98%
Packaging
5mg
Price
$177
Updated
2024/03/01
Cayman Chemical
Product number
23302
Product name
Chlortetracycline
Purity
≥98%
Packaging
25mg
Price
$831
Updated
2024/03/01
AK Scientific
Product number
S042
Product name
Chlortetracycline
Packaging
5mg
Price
$294
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0001975
Product name
CHLOROTETRACYCLINE
Purity
95.00%
Packaging
1G
Price
$945.95
Updated
2021/12/16
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Chlortetracycline Chemical Properties,Usage,Production

Description

Chlortetracycline (Brand name: Aureomycin) is the 7-chloro substitution derivative of the tetracycline and has a golden color. As a veterinary medicine, chlortetracycline is commonly used for the treatment of conjunctivitis of cats. It can also be used in the treatment of infections occurring in the urinary tract, respiratory tract, and the intestines. Its mechanism of action is through inhibiting the protein synthesis, inhibiting the binding of aminoacyl-tRNA to the mRNA-ribosome complex through binding to the 30S ribosome subunit.

Originator

Aureomycin, Lederle, US ,1948

Uses

Chlortetracycline was the first reported member of the tetracycline class, isolated from Streptomyces aureofaciens in 1948. Chlortetracyclines heralded the early wave of antibiotic discoveries from microbes and after 50 years are still widely used as pharmaceuticals. Chlortetracycline is a pigment and, like most pigments, is extremely sensitive to environmental and storage conditions. Commercial chlortetracycline may contain significant levels of degradation products.

Definition

ChEBI: A member of the class of tetracyclines with formula C22H23ClN2O8 isolated from Streptomyces aureofaciens.

Indications

Chlorotetracycline, an antibiotic with a broad spectrum of action, causes a bacteriostatic effect with respect to Gram-positive (staphylococci, including those that produce penicillinase; streptococci, pneumococci; clostridia, listeria, and anthrax bacillus) and Gram-negative microorganisms (gonococci, whooping cough bacillus, colon bacillus, enterobacteria, klebisella, salmonella, shigella), as well as Rickettsia, chlamydia, mycoplasma, and spirochaeta. Blue-pus bacillus, proteus, serracia, most strains of Bacteroides fragilis, most fungi, and small viruses are resistant to this drug. It is used for pneumonia, bronchitis, empyema of the lungs, angina, cholecystitis, whooping cough, endocarditis, endometritis, intestinal infections, prostatitis, syphilis, gonorrhea, brucellosis, osteomyelitis, purulent infections of soft tissues, and others caused by microorganisms sensitive to this drug. Synonyms of this drug are aureomycin, biomycin, xanthomycin, and others.

Manufacturing Process

The following process description is taken from US Patent 2,987,449. An appropriate S. aureofaciens strain such as mutant S1308 (ATCC No. 12,748) is grown aerobically in a suitable inoculum medium. A typical medium used to grow the primary inoculum is prepared according to the following formula: sucrose, 20.0 g; corn steep liquor, 16.5 ml, ammonium sulfate, 2.0 g; calcium carbonate, 7.0 g; and water to 1,000 ml.
A 100 ml aliquot of this medium is placed in a 500 mi Erlenmeyer flask and sterilized by autoclaving for 20 minutes under 15 psi pressure. Spores of mutant strain S. aureofaciens S1308 (ATCC No. 12,748) are washed from an agar slant into the flask with sterile distilled water to form a suspension containing approximately 108 spores per milliliter. A 1.0 ml portion of this suspension is used to inoculate the fermentation media in the example which follows. A fermentation medium consisting of the following ingredients was prepared.
25 ml aliquots of this fermentation medium were placed in each of two 250 ml Erlenmeyer flasks and 0.5 ml of lard oil was added to each flask. Then 0.002 mg/ml of riboflavin was added to one flask, the other flask being retained as a control. The flasks were sterilized in an autoclave for 20 minutes under 15 psi pressure, then cooled to room temperature (25°±5°C). At this point, a 1.0 ml portion of inoculum of mutant strain S. aureofaciens S1308 (ATCC No. 12,748) was added to each of the two flasks. The flasks were incubated at25°C for 120 hours on a rotary shaker operating at 180 rpm. Upon completion of the fermentation period the mashes were assayed for 7-chlorotetracycline content.
The increase in production due to the addition of riboflavin was very noticeable in the above example. A similar effect was reported for cupric sulfate pentahydrate addition according to US Patent 3,050,446.

Therapeutic Function

Antibacterial

Antimicrobial activity

It is slightly less active than tetracycline against many bacteria, with the exception of Gram-positive organisms.

Pharmaceutical Applications

7-Chlortetracycline. A fermentation product of certain strains of Streptomyces aureofaciens. Formulated as the hydrochloride or the free base for oral or topical application.

Pharmacokinetics

Oral absorption:30–60%
Cmax 500 mg oral:2.5–7 mg/L:
Plasma half-life: 5–6 h
Volume of distribution: c.2 L/kg
Plasma protein binding: 47–65%
Absorption is relatively poor compared with other tetracyclines. It undergoes rapid metabolism and is largely eliminated by biliary excretion, with only a small proportion eliminated via the kidney. Despite this, chlortetracycline is not recommended for patients in renal failure, since accumulation occurs as a consequence of the half-life increase to approximately 7–11 h.

Clinical Use

Its uses are those common to the group. It has also been used topically in the management of recurrent aphthous ulcers of the mouth, but experience is limited and the mechanism of action is unknown.

Side effects

Side effects are typical of the group. Contact hypersensitivity has been reported with topical application to abraded skin and varicose ulcers.

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Cland NOx. See also TETRACYCLINE.

Synthesis

Chlorotetracyline, 7-chloro-4-dimethylamino-1,4,4a,5,5a,6,11,12aoxtahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacencarboxamide (32.3.1), is obtained biosynthetically as a result of the activity of a microorganism, the actinomycete S. aureofaciens.

Veterinary Drugs and Treatments

There are a variety of approved chlortetracycline products for use in food animals. It may also be useful in treating susceptible infections in dogs, cats, birds and small mammals (not Guinea pigs). For more information, refer to the Doses section below.

Purification Methods

Aureomycin is dehydrated by azeotropic distillation of its solution with toluene. On cooling, the anhydrous material crystallises out and is recrystallised from *C6H6, then dried under vacuum at 100o over paraffin wax. (If it is crystallised from MeOH, it contains MeOH which is not removed on drying.) [Stephens et al. J Am Chem Soc 76 3568 1954, Laskin & Chan Biochem Biophys Res Commun 14 137 1964]. [Beilstein 14 IV 2631.]

Chlortetracycline Preparation Products And Raw materials

Raw materials

Preparation Products

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Chlortetracycline Suppliers

Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
CHANG ZHOU A SANG QI TECHNOLOGY CO.,LTD
Tel
18961267976
Email
1184262569@qq.com
Country
China
ProdList
498
Advantage
58
Nanjing MeiBo Biological Technology Co., Ltd.
Tel
025-58619198
Fax
025-58619197
Email
sales@mbbio.com
Country
China
ProdList
319
Advantage
60
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Shenzhen Shijingu Technology Co., Ltd
Tel
(0086)755-61930359 (0086)18038192047
Fax
(0086)755-84556470
Email
jo@pharmade.com
Country
China
ProdList
279
Advantage
58
TianJin Alta Scientific Co., Ltd.
Tel
022-65378550-8551
Fax
+86-022-2532-9655
Email
contact@altascientific.com
Country
China
ProdList
2773
Advantage
58
Wuhan Dahua Pharmaceutical Co., Ltd.
Tel
027-59262863 13277907145 3091977954
Fax
027-59420980
Country
China
ProdList
4943
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55
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View Lastest Price from Chlortetracycline manufacturers

Sinoway Industrial co., ltd.
Product
Chlortetracycline 57-62-5
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2021-07-21
Hebei Chuanghai Biotechnology Co,.LTD
Product
Chlortetracycline Hydrochloride 57-62-5
Price
US $200.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Chlortetracycline 57-62-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2024-04-08

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