ChemicalBook > CAS DataBase List > Metacycline hydrochloride

Metacycline hydrochloride

Product Name
Metacycline hydrochloride
CAS No.
3963-95-9
Chemical Name
Metacycline hydrochloride
Synonyms
METACYCLINE;METHACYCLINE HYDROCHLORIDE;METHACYCLINE HCL;METACYCLINE HCL;optimycin;MethacycL;metadomus;londomycin;megamycine;adriamicina
CBNumber
CB2355197
Molecular Formula
C22H23ClN2O8
Formula Weight
478.88
MOL File
3963-95-9.mol
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Metacycline hydrochloride Property

Melting point:
>224°C(dec.)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly, Heated), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
form 
Crystalline Powder
color 
Yellow
BRN 
5470951
CAS DataBase Reference
3963-95-9
EPA Substance Registry System
Methacycline hydrochloride (3963-95-9)
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Safety

Safety Statements 
24/25-22
WGK Germany 
2
RTECS 
QI9276000
HS Code 
29413020
Toxicity
LD50 in rats, mice (mg/kg): 252, 288 i.p. (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1594
Product name
Methacycline hydrochloride
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
1g
Price
$173
Updated
2024/03/01
Sigma-Aldrich
Product number
1397006
Product name
Methacycline hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
21338
Product name
Methacycline (hydrochloride)
Purity
≥98%
Packaging
1g
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21338
Product name
Methacycline (hydrochloride)
Purity
≥98%
Packaging
5g
Price
$63
Updated
2024/03/01
Cayman Chemical
Product number
21338
Product name
Methacycline (hydrochloride)
Purity
≥98%
Packaging
10g
Price
$93
Updated
2024/03/01
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Metacycline hydrochloride Chemical Properties,Usage,Production

Description

Methacycline is a tetracycline-class antibiotic that is active against a wide range of Gram-positive and Gram-negative organisms. It is readily absorbed from the gastrointestinal tract and reaches a maximum concentration at about the fourth hour, declining to a negligible amount in about 24 hours. It is more active than tetracycline against a number of bacteria.

Chemical Properties

yellow crystalline powder

Originator

Rondomycin ,Pfizer ,UK ,1963

Uses

Broad spectrum, semisynthetic antibiotic related to Tetracycline. Antibacterial.

Uses

Methacycline hydrochloride is a salt prepared from methacycline taking advantage of the basic dimethylamino group which protonates and readily forms a salt in hydrochloric acid solutions. The hydrochloride is the preferred formulation for pharmaceutical applications. Like all tetracyclines, methacycline hydrochloride shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis.

Uses

analgesic, narcotic antagonist

Uses

A broad spectrum, anti bacterial, semisynthetic antibiotic related to Tetracycline

Definition

ChEBI: Methacycline hydrochloride is an organic molecular entity.

Manufacturing Process

To a stirred solution of 4.6 g (0.01 mol) of anhydrous oxytetracycline in 40 ml of dry tetrahydrofuran is added 3.5 g (0.021 mol) of pyridine-sulfur trioxide complex. After 16 hours of stirring at room temperature, the resulting suspension is filtered, and the solid is slurried with 25 ml of 2% hydrochloric acid for 10 minutes, filtered and thoroughly washed with methanol followed by ether. The pale yellow crystalline 5-oxytetracycline-6,12-hemiketal-12-sulfuric acid ester melts at 210°C.
500 mg 5-oxytetracycline-6,12-hemiketal-12-sulfuric acid ester, prepared as described, is added to 4 ml dry liquid hydrogen fluoride, and the mixture is stirred for 1.5 hours at ice bath temperature. The hydrogen fluoride is then evaporated in a stream of nitrogen and the resulting gummy solids are triturated with about 15 ml ether and filtered. The resulting solid hydrofluoride salt is further purified by suspending in water, adjusting the pH to about 4, and extracting the 6-methylene-5-oxytetracycline free base from the aqueous phase with ethyl acetate. The extract is separated and evaporated to dryness under reduced pressure. The resulting residue is triturated with ether and filtered, and the solid is recrystallized from methanol-acetone-etherconcentrated hydrochloric acid to obtain the product as a purified hydrochloride, according to US Patent 3,026,354.

brand name

Rondomycin (Medpointe).

Therapeutic Function

Antibiotic

General Description

The synthesis of methacycline, 6-deoxy-6-demethyl-6-methylene-5-oxytetracycline hydrochloride (Rondomycin), reportedby Blackwood et al. in 1961, was accomplished bychemical modification of oxytetracycline. It has an antibioticspectrum like that of the other tetracyclines but greater potency;about 600 mg of methacycline is equivalent to 1 g oftetracycline. Its particular value lies in its longer serum halflife;doses of 300 mg produce continuous serum antibacterialactivity for 12 hours. Its toxic manifestations and contraindicationsare similar to those of the other tetracyclines.
The greater stability of methacycline, both in vivo and invitro, results from modification at C-6. Removal of the 6-hydroxy group markedly increases the stability of ring C toboth acids and bases, preventing the formation of isotetracyclinesby bases. Anhydrotetracyclines still can form, however,by acid-catalyzed isomerization under strongly acidicconditions. Methacycline hydrochloride is a yellow to darkyellow, crystalline powder that is slightly soluble in waterand insoluble in nonpolar solvents. It should be stored intight, light-resistant containers in a cool place.

Metacycline hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Metacycline hydrochloride Suppliers

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View Lastest Price from Metacycline hydrochloride manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Metacycline hydrochloride 3963-95-9
Price
US $990.00-800.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-19
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Metacycline hydrochloride 3963-95-9
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-10-27
Baoji Guokang Bio-Technology Co., Ltd.
Product
Metacycline hydrochloride 3963-95-9
Price
US $210.00/Kg/Bag
Min. Order
1KG
Purity
USP
Supply Ability
1T
Release date
2021-06-03

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