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METHACYCLINE

METHACYCLINE Structure
CAS No.
914-00-1
Chemical Name:
METHACYCLINE
Synonyms
Metacyclin;rondomycin;gs-2876;bialatan;METHACYCLINE;12aalpha))-ph;tri-methacycline;methacyclinebase;methacyclineamphoteric;METHACYCLINE USP/EP/BP
CBNumber:
CB0105251
Molecular Formula:
C22H22N2O8
Molecular Weight:
442.42
MOL File:
914-00-1.mol
Modify Date:
2024/7/18 18:48:51

METHACYCLINE Properties

Melting point 205 °C (decomp)
Boiling point 553.06°C (rough estimate)
Density 1.4033 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. Refrigerator
solubility Methanol (Slightly), Water (Slightly)
form Solid
pka pKa 3.5 (Uncertain);7.6 (Uncertain);9.5(EtOH/H2O t=20.0) (Uncertain)
color Yellow to Brown
Water Solubility 7.548g/L(21 ºC)

SAFETY

Risk and Safety Statements

Hazardous Substances Data 914-00-1(Hazardous Substances Data)

METHACYCLINE Chemical Properties,Uses,Production

Description

Methacycline was synthesized by Pfizer Research Laboratories in 1961 starting with oxytetracycline. It shows two to fivefold greater in vitro antibacterial activity and in vivo protective activity than tetracycline. Methacycline has been given orally to treat infections by Rickettsia, Chlamydiae, Staphyloccus, Streptococcus, Neisseria, Klebsiella, Proteus, Escherichia coli, and Haemophilus influenzae.

Uses

Methacycline is a semi-synthetic tetracycline prepared by dehydration of the 6-hydroxy group of oxytetracycline to yield an exocyclic 6-methylene. Like all tetracyclines, methacycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Methacycline has been extensively cited in the literature with over 400 references.

Definition

ChEBI: A tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6.

Pharmaceutical Applications

6-Methylene-5-hydroxy-tetracycline. A semisynthetic derivative supplied as the hydrochloride for oral administration.
Mean peak plasma concentrations of 2–6 mg/L are found about 4 h after a 300 mg oral dose. Both food and milk reduce uptake by half. Protein binding is 80–90%. The plasma elimination half-life varies between 7 and 15 h and increases to 44 h in severe renal impairment. It is widely distributed, producing lung concentrations similar to, or greater than, the simultaneous plasma concentration. About one-third is excreted in the urine.
Gastrointestinal intolerance is reported to be less frequent than with other tetracyclines, largely because of the lower dosages used. There are no unique adverse drug reactions, although skin and conjunctival pigmentation have been reported.

METHACYCLINE Preparation Products And Raw materials

Global( 66)Suppliers
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CHEMXTREE STANDARDS +919872732255 Punjab, India 96 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6257 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6739 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6754 58 Inquiry
Apeloa production Co.,Limited +8619933239880 China 861 58 Inquiry
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Career Henan Chemica Co +86-0371-86658258 +8613203830695 China 30231 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-89586680 +86-18192503167 China 7859 58 Inquiry
AFINE CHEMICALS LIMITED +86-0571-85134551 China 15349 58 Inquiry
Dayang Chem (Hangzhou) Co.,Ltd. +86-0571-88938639 +8617705817739 China 52849 58 Inquiry
methacyclinebase tri-methacycline (4S,4aR,5S,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide 6-Methyleneoxytetracycline, Metacycline, RondoMycin METHACYCLINE ,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo- 10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,(4s-(4alpha,4aalpha,5alpha,5aal 12aalpha))-ph 6-demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline 6-deoxy-6-demethyl-6-methylene-5-oxytetracycline 6-methylene-5-hydroxytetracycline 6-methylene-5-oxytetracycline 6-methylene-oxytetracyclin 6-methyleneoxytetracycline bialatan gs-2876 methacyclineamphoteric 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,(4S,4aR,5S,5aR,12aS)- Doxycycline Impurity 2(Doxycycline EP Impurity B) Doxycycline EP Impurity B/Metacycline METHACYCLINE USP/EP/BP MetacyclineQ: What is Metacycline Q: What is the CAS Number of Metacycline Q: What is the storage condition of Metacycline tetrabutylazanium,2,4,6-trinitrophenolate rondomycin Metacyclin Doxycycline impurity B Doxycycline Monohydrate Impurity B,Metacycline 914-00-1