(6R-trans)-7-Amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure

Cefazolin deacylated

HCID 6350581CAS 30246-33-4

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](N)[C@H]3SC2)s1
InChIKey: HJSGHKMSDOLGJJ-HZGVNTEJSA-N
Summenformel: C11H12N4O3S3
Durchschnittliche Molmasse: 344,4 g/mol
Monoisotopische Masse: 344,00715378

Namen und Bezeichner

Bevorzugter Name: Cefazolin deacylated
IUPAC: (6R,7R)-7-amino-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Lokaler Name: (6R-trans)-7-Amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carbonsure
Englischer Name: 7-Amino-3-[(5-methyl-1,3,4-thiadiazol-2-ylthio)methyl]-3-cephem-4-carboxylic Acid
Summenformel: C11H12N4O3S3
Molmasse: 344.43

Namen und Synonyme

30246-33-4(6R,7R)-7-Amino-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidNUA2X3C4S1EINECS 250-099-17-ZACA(6R,7R)-7-Amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidEC 250-099-1(6R-trans)-7-Amino-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid7-Amino-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, (6R,7R)-CEFAZOLIN SODIUM IMPURITY A [EP IMPURITY](6R-trans)-7-Amino-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-7-AMINO-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)SULFANYL)METHYL)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID

Weitere Namen anzeigen

TDA7-TDACefazolin IMpurity ACefazolin Impurity EP-ACefazolin USP Impurity KCefuroxime nucleus (7-TDA)Cefazolin Sodium Impurity AParent nucleus of cefazedone (7-TDA)Cefazolin Impurity 7(Cefazolin EP Impurity A)

(6R,7R)-7-amino-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-8-OXO-, (6R,7R)-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-3-(((5-METHYL-1,3,4-THIADIAZOL-2-YL)THIO)METHYL)-8-OXO-, (6R-TRANS)-CEFAZOLIN SODIUM IMPURITY A (EP IMPURITY)RefChem:574970250-099-1Cefazolin EP Impurity AC11H12N4O3S3

Datenbank-Bezeichner

CAS: 30246-33-4
PubChem CID: 6350581
DTXSID: DTXSID101103989
UNII: NUA2X3C4S1
EC Number: 250-099-1
Nikkaji: J249.944D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -3,2
Polarare Oberfläche (TPSA): 188 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 4
Schwere Atome: 21
Formalladung: 0
Komplexität: 515

Physikochemische Eigenschaften

Schmelzpunkt: 174 °C · >174°C (dec.)
Siedepunkt: 678.2 · 678.2±65.0 °C(Predicted)
Dichte: 1.72 · 1.72±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
Löslichkeit: 3 · CHCl3 (Slightly, Heated), DMF (Very Slightly), DMSO (Slightly)
pka: 2.52 · 2.52±0.50(Predicted)
Aggregatzustand: Solid
Farbe: Light Yellow to Brown
InChI: InChI=1S/C11H12N4O3S3/c1-4-13-14-11(21-4)20-3-5-2-19-9-6(12)8(16)15(9)7(5)10(17)18/h6,9H,2-3,12H2,1H3,(H,17,18)/t6-,9-/m1/s1
InChIKey: HJSGHKMSDOLGJJ-HZGVNTEJSA-N
SMILES: N12[C@@]([H])([C@H](N)C1=O)SCC(CSC1=NN=C(C)S1)=C2C(O)=O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Danger

H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (84.6%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (15.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (84.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H334 (15.4%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]；H335 (84.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 13 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 16-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30119

Hazard Classes and CategoriesAcute Tox. 4 (84.6%)；Skin Irrit. 2 (84.6%)；Skin Sens. 1 (15.4%)；Eye Irrit. 2 (84.6%)；Resp. Sens. 1 (15.4%)；STOT SE 3 (84.6%)

Regulatorische Informationen

Regulatory InformationStatus: Active Update: 16-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30119

Sicherheitsdaten

Alarmwort: Warnung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302

Chemie und Industrie

Anwendungen

Verwenden7-Amino-3-[(5-methyl-1,3,4-thiadiazol-2-ylthio)methyl]-3-cephem-4-carboxylic Acid is a substrate used in the assessment of immobilized PGA orientation and in the synthesis of beta lactam antibiotics.