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
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)
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)
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.
N-Bromosuccinimide Price
- Product number
- PHR1594
- Product name
- Methacycline hydrochloride
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 1g
- Price
- $173
- Updated
- 2024/03/01
- Product number
- 1397006
- Product name
- Methacycline hydrochloride
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- 21338
- Product name
- Methacycline (hydrochloride)
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 21338
- Product name
- Methacycline (hydrochloride)
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $63
- Updated
- 2024/03/01
- Product number
- 21338
- Product name
- Methacycline (hydrochloride)
- Purity
- ≥98%
- Packaging
- 10g
- Price
- $93
- Updated
- 2024/03/01
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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View Lastest Price from Metacycline hydrochloride manufacturers
- 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
- 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
- Product
- Methacycline hydrochloride 3963-95-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09