Doxycyclin

4-(Dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid

HCID 54671203
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Grundinformationen

CAS
564-25-0
Standard-SMILES
C[C@H]1c2cccc(O)c2C(O)=C2C(=O)[C@]3(O)C(O)=C(C(N)=O)C(=O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21
InChIKey
SGKRLCUYIXIAHR-AKNGSSGZSA-N
Summenformel
C22H24N2O8
Durchschnittliche Molmasse
444,4 g/mol
Monoisotopische Masse
444,15326573

Überblick

Doxycycline (internal use) can cause developmental toxicity according to state or federal government labeling requirements.

Namen und Bezeichner

Bevorzugter Name
4-(Dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid
IUPAC
(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Lokaler Name
Doxycyclin
Englischer Name
Doxycycline
Summenformel
C22H24N2O8
Molmasse
444.43

Namen und Synonyme

DTXSID809922124-(Dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboximidic acid7164-70-7RefChem:1070088DTXCID301419281doxycycline564-25-0VibramycinDoxytetracyclineDoxycycline (anhydrous)DoxycyclinumMonodox
Weitere Namen anzeigen
doxycylineDoxycyclin hyclateDoxycyclinDOXYCYCLINE HYDRATE(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidedoryxliviatin
DoxiciclinaDoxycycline anhydrous6alpha-Deoxy-5-oxytetracyclineDoxycycline hyclate5-Hydroxy-alpha-6-deoxytetracyclineVibramycineDoxychelAnhydrous doxycycline

Datenbank-Bezeichner

CAS
564-25-0、7164-70-7
PubChem CID
54671203
DTXSID
DTXSID80992212
ChEMBL
CHEMBL436921
ChEBI
CHEBI:50845
UNII
334895S862
EC Number
657-194-0
Nikkaji
J6.511K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,7
Polarare Oberfläche (TPSA)
182 Ų
H-Brücken-Donoren
6
H-Brücken-Akzeptoren
9
Frei drehbare Bindungen
2
Schwere Atome
32

Experimentelle und physikochemische Eigenschaften

Drugs · 3 Einträge

Pharmaceuticals -> Antibiotics (Tetracyclines)

Pharmaceuticals -> Used in Switzerland

Pharmaceuticals -> Listed in ZINC15

Animal Drugs · 2 Einträge

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section · 4 Einträge

203.53 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

197.4 Ų [M+H]+ [CCS Type: TW]

196.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]

199.24 Ų [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt
206 · 206-209°C (dec.)
Siedepunkt
554.44 °C · 554.44°C (rough estimate)
Dichte
1.3809 · 1.3809 (rough estimate)
Brechungsindex
1.65 · 1.6500 (estimate)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
125 mg/mL · DMSO : 125 mg/mL (281.26 mM; Need ultrasonic)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationHazard Traits - Developmental Toxicity
Other Safety Information · 1 Eintrag

IMAP assessments - 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, [4S-(4.alpha.,4a.alpha.,5.alpha.,5a.alpha.,6.alpha.,12a.alpha.)]-, compd. with ethanol (2:1), monohydrate: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

Giftige Stoffe Daten
564-25-0(Hazardous Substances Data)

Chemie und Industrie

Pharmakologische Informationen

ATC CodeJ01AA02

Verwendung und Herstellung

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Anwendungen · 1 Eintrag

VerwendenDoxycycline is a semi-synthetic tetracycline prepared by hydrogenolysis of oxytetracycline to remove the 6-hydroxy group. Although the synthesis was reported in 1958, it was not released for use until 1967. Doxycycline, together with minocycline, is regarded as a ‘third generation’ tetracycline largely replacing the analogues and pro-drugs produced in the early 1960s for mainstream antibiotic applications. Like all tetracyclines, doxycycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Doxycycline has been extensively cited in the literature with over 10,000 references.

Vor- und nachgelagerte Produkte

Anbieter100 Anbieter

北京华美互利生物化工010-56205725 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis a d treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis.

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