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Demeclocycline hydrochloride

Demeclocycline hydrochloride structure

CAS No:
64-73-3
Formula:
C21H21ClN2O8.ClH
Chemical Name:
Demeclocycline hydrochloride
Synonyms:
2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,hydrochloride (1:1),(4S,4aS,5aS,6S,12aS)-;2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,monohydrochloride;2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,monohydrochloride,[4S-(4α,4aα,5aα,6β,12aα)]-;2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,monohydrochloride,(4S,4aS,5aS,6S,12aS)-;7-Chloro-6-demethyltetracycline hydrochloride;7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride;Declomycin hydrochloride;Demeclocycline hydrochloride;Demethylchlorotetracycline hydrochloride;Ledermycin hydrochloride;6-Demethyl-7-chlorotetracycline hydrochloride;Declomycin;Meciclin;Detravis;Demetraciclina;Clortetrin
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Demeclocycline Hcl is a tetracycline antibiotic; is an antibiotic in the treatment of Lyme disease, acne, and bronchitis.

Demeclocycline hydrochloride is the hydrochloride salt of demeclocycline. A tetracycline antibiotic, it is used (mainly as the hydrochloride) for the treatment of Lyme disease, acne and bronchitis, as well as for hyponatraemia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (SIADH) where fluid restriction alone has been ineffective. It has a role as an antibacterial drug. It contains a demeclocycline.|Demeclocycline Hydrochloride is the hydrochloride salt of demeclocycline, a broad-spectrum, tetracycline derivative exhibiting antimicrobial, aquaretic and chelating activities. In bacteria, demeclocycline binds reversibly to the 30S ribosomal subunit and blocks the binding of aminoacyl-tRNA to the A-site of the mRNA-ribosome complex, resulting in the inhibition of protein synthesis and bacterial cell death. In mammals, this agent interferes with the action of antidiuretic hormone (ADH) at the level of the renal collecting tubule, resulting in aquaresis. In addition, demeclocycline, which like other tetracyclines chelates calcium in bone and exhibits a yellow fluorescence under ultraviolet (UV) light, may be used as a fluorescent bone-labeling agent in bone histomorphometry.|A TETRACYCLINE analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than TETRACYCLINE, it maintains effective blood levels for longer periods of time.

Demeclocycline hydrochloride Basic Attributes

Molecular Weight：

501.32

Exact Mass：

500.075317

EC Number：

200-592-2

UNII：

29O079NTYT

NSC Number：

756708

DSSTox ID：

DTXSID0045252

NCI Thesaurus Code：

C28975

HScode：

29413020

Characteristics

PSA：

182

XLogP3：

1.76720

Appearance：

powder

Melting Point：

>245°C (dec.)

Boiling Point：

795.9°C at 760 mmHg

Flash Point：

435.2ºC

Water Solubility：

soluble in water.H2O: 20 mg/mL, clear, very deep greenish yellow

Storage Conditions：

−20°C

Toxicity：

LD50 orally in rats: 2372 mg/kg (Goldenthal)

Collision Cross Section：

195.9 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：

hazard class code：

safety instructions：

36/37

RTECS Number：

QI7700000

Marks：

Stability/Shelf Life：

The photodegradation of demeclocycline hydrochloride in buffer solutions was studied in the absence and presence of some potential photostabilizers under the influence of fluorescent light. Photolysis of drug solutions followed first order kinetics. The drug was more stable in acidic pH. Ionic strength of the buffer did not affect photolysis. Reduced glutathione was the most effective photostabilizer. An increase in glutathione concentration decreased the photodegradation rate, but this decrease

Precautionary statement(s)：

P280

Hazard Statements：

H317

GHS Classification：

|Warning|H302 (56.99%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P272, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 97 companies from 6 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：

Declomycin

Demeclocycline hydrochloride Use and Manufacturing

Uses

An antibiotic related to tetracycline and produced by streptomyces aureofaciens. Because it is excreted more slowly than tetracycline, it maintains effective blood levels for longer periods of time

Use Classification：

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

Computed Properties

Molecular Weight:501.3
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:2
Exact Mass:500.0753211
Monoisotopic Mass:500.0753211
Topological Polar Surface Area:182
Heavy Atom Count:33
Complexity:961
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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Guide of Demeclocycline hydrochloride

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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