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Methacycline hydrochloride

Methacycline hydrochloride structure

CAS No:
3963-95-9
Formula:
C22H22N2O8.ClH
Chemical Name:
Methacycline hydrochloride
Synonyms:
2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,hydrochloride (1:1),(4S,4aR,5S,5aR,12aS)-;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,monohydrochloride;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,monohydrochloride,[4S-(4α,4aα,5α,5aα,12aα)]-;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-,monohydrochloride,(4S,4aR,5S,5aR,12aS)-;6-Demethyl-6-deoxy-6-methyleneoxytetracycline monohydrochloride;Methacycline monohydrochloride;Methacycline hydrochloride;6-Methylene-5-hydroxytetracycline chlorohydrate;6-Methylene-5-hydroxytetracycline hydrochloride;6-Demethyl-6-deoxy-6-methylene-5-hydroxytetracycline hydrochloride;Metacycline hydrochloride;6-Methyleneoxytetracycline hydrochloride;6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline hydrochloride;Metacyclin hydrochloride;Rindex;Adriamicina;Physiomycine;Metilenbiotic;Metadomus;Ciclobiotic;Londomycin;Germiciclin;Optimycin;101813-12-1;2507-30-4;60080-37-7;857212-11-4
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Methacycline HCl is a tetracycline antibiotic.Target: Antibacterial Methacycline HCl is a broad-spectrum semisynthetic antibiotic related to tetracycline but excreted more slowly and maintaining effective blood levels for a more extended period.

Methacycline hydrochloride is an organic molecular entity.|Methacycline Hydrochloride is the hydrochloride salt form of methacycline, a tetracycline antibiotic with broad-spectrum antibacterial and antiprotozoal activity. Methacycline hydrochloride is bacteriostatic and inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby preventing the addition of amino acids to the growing peptide chain. This tetracycline is active against a wide range of gram-positive and gram-negative bacteria.|A broad-spectrum semisynthetic antibiotic related to TETRACYCLINE but excreted more slowly and maintaining effective blood levels for a more extended period.

Methacycline hydrochloride Basic Attributes

Molecular Weight：

478.88

Exact Mass：

478.114288

EC Number：

223-568-3

UNII：

9GJ0N7ZAP0

NSC Number：

757835|356465

DSSTox ID：

DTXSID5045382

NCI Thesaurus Code：

C47608

HScode：

29413020

Characteristics

PSA：

182

Appearance：

Yellow Crystalline Powder

Boiling Point：

813.8°C at 760 mmHg

Water Solubility：

Water solubility = 7548 mg/l at 21 deg C

Toxicity：

LD50 in rats, mice (mg/kg): 252, 288 i.p. (Goldenthal)

Collision Cross Section：

194.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

24/25-22

RTECS Number：

QI9276000

Stability/Shelf Life：

UNSTABLE IN LIGHT, STABLE @ ROOM TEMP.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Lysocline

Methacycline hydrochloride Use and Manufacturing

Methods of Manufacturing

This product is semi-synthetic oxytetracycline. It is made of oxytetracycline as the raw material and first made into metacycline hydrochloride. The total yield is about 41% based on oxytetracycline.

Uses

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

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:478.9
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:2
Exact Mass:478.1142934
Monoisotopic Mass:478.1142934
Topological Polar Surface Area:182
Heavy Atom Count:33
Complexity:998
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product belongs to the tetracycline antibiotics, and is sensitive to many rickettsia, mycoplasma, chlamydia, some atypical mycobacteria, spirochetes; Actinomycetes, anthrax, Listeria monocytogenes, Clostridium, Nocardia, Vibrio, Brucella, Campylobacter, Yersinia, etc. However, enterococci are resistant, and after years of use, common clinical pathogens are seriously resistant to it, including gram-positive bacteria such as Staphylococcus and most Enterobacteriaceae. There is cross-resistance between this product and different varieties of tetracyclines.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Metacycline Hydrochloride Tablets
Ingredients	The main ingredient of this product is metacycline hydrochloride, and its chemical name is [4S-(4α,4aα,5α,5aα,12aα)]-6-methylene-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrochloride.
Indication	1 When used with antacids such as sodium bicarbonate, the absorption of this product may be reduced and its activity may be reduced due to the increase in gastric pH. Therefore, antacids should not be taken within 1 to 3 hours after taking this product. 2 Drugs containing metal ions such as calcium, magnesium, and iron may form insoluble complexes with this product, reducing the absorption of this product after oral administration. 3 When used in combination with the general anesthetic methoxyflurane, its nephrotoxicity may be enhanced. 4 When used in combination with strong diuretics such as furosemide, renal damage may be aggravated. 5 When used in combination with other hepatotoxic drugs (such as anti-tumor chemotherapy drugs), liver damage may be aggravated. 6 The lipid-lowering drugs colestyramine or colestipol may affect the absorption of this product.
Specifications	0.1g (calculated as C22H22N2O8)
Manufacturer	Suzhou Pharmaceutical Factory

Metacycline Hydrochloride Capsules
Ingredients	The main ingredient of this product is metacycline hydrochloride, and its chemical name is [4S-(4α,4aα,5α,5aα,12aα)]-6-methylene-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide hydrochloride.
Indication	1 When used with antacids such as sodium bicarbonate, the absorption of this product may be reduced and its activity may be reduced due to the increase in gastric pH. Therefore, antacids should not be taken within 1 to 3 hours after taking this product. 2 Drugs containing metal ions such as calcium, magnesium, and iron may form insoluble complexes with this product, reducing the absorption of this product after oral administration. 3 When used in combination with the general anesthetic methoxyflurane, its nephrotoxicity may be enhanced. 4 When used in combination with strong diuretics such as furosemide, renal damage may be aggravated. 5 When used in combination with other hepatotoxic drugs (such as anti-tumor chemotherapy drugs), liver damage may be aggravated. 6 The lipid-lowering drugs colestyramine or colestipol may affect the absorption of this product.
Specifications	Calculated as C22H22N2O8 0.2g
Manufacturer	Hunan Fangsheng Pharmaceutical Co., Ltd.

Metacycline Hydrochloride
Manufacturer	Jiangsu Lianhuan Pharmaceutical Co., Ltd.

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Registered Holders

Suzhou NO.5 Pharmaceutical FACTORY Co., Ltd.

China
Active
Kaifeng Pharmaceutical (GROUP) Co., Ltd.

China
Active
Hebei Dongfeng Pharmaceutical Co., Ltd.

China
Active

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Guide of Methacycline hydrochloride

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Drug Function and Efficacy
Related Drugs
Registered Holders
Recommended Suppliers
Latest News
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