Dimethyloxalylglycine
Grundinformationen
- CAS
89464-63-1- Standard-SMILES
COC(=O)CNC(=O)C(=O)OC- InChIKey
BNJOZDZCRHCODO-UHFFFAOYSA-N- Summenformel
- C6H9NO5
- Durchschnittliche Molmasse
- 175,14 g/mol
- Monoisotopische Masse
- 175,04807239
Überblick
Dimethyloxalylglycine is a glycine derivative that is the diester obtained by formal condensation of the carboxy groups of N-oxalylglycine with two molecules of methanol. It has a role as an EC 1.14.11.29 (hypoxia-inducible factor-proline dioxygenase) inhibitor and a neuroprotective agent. It is a secondary carboxamide, a glycine derivative and a methyl ester. It is functionally related to a N-oxalylglycine.
Namen und Bezeichner
- Bevorzugter Name
- Dimethyloxalylglycine
- IUPAC
- methyl 2-[(2-methoxy-2-oxoethyl)amino]-2-oxoacetate
- Englischer Name
- DMOG
- Summenformel
- C6H9NO5
- Molmasse
- 175.14
Namen und Synonyme
dimethyloxalylglycineCHEBI:102218RefChem:813279DMOG89464-63-1DIMETHYLOXALOYLGLYCINEDimethyloxallyl glycinemethyl 2-((2-methoxy-2-oxoethyl)amino)-2-oxoacetatedimethyloxaloylglycine (dmog)methyl 2-[(2-methoxy-2-oxoethyl)amino]-2-oxoacetatemethyl n-[methoxy(oxo)acetyl]glycinateMFCD05865098
Weitere Namen anzeigen
OMOGOMODMOG, >=98%DMOG USP/EP/BPDimethyloxalylglycine (Dmog)
CHEMBL92309N-(methoxyoxoacetyl)-glycine, methyl esterGlycine, N-(methoxyoxoacetyl)-, methyl esterN-(2-Methoxy-2-oxoacetyl)glycine methyl esterAS-40798methyl N-(2-methoxy-2-oxoacetyl)glycinatemethyl 2-(2-methoxy-2-oxoacetamido)acetateN-[(Methoxycarbonyl)methyl]oxamic Acid Methyl Ester; N-(methoxyoxoacetyl)glycine Methyl Ester; DMOG;
Datenbank-Bezeichner
- CAS
89464-63-1- PubChem CID
- 560326
- DTXSID
DTXSID80339961- ChEMBL
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,3
- Polarare Oberfläche (TPSA)
- 81,7 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 200
Physikochemische Eigenschaften
- Schmelzpunkt
- 46 · 46-48°C
- Siedepunkt
- 179 · 179-182 °C(Press: 12 Torr)
- Dichte
- 1.246 · 1.246±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 2 O: · H2O: >30mg/mL
- pka
- 10.55 · 10.55±0.46(Predicted)
- Aggregatzustand
- Solid
- Farbe
- white to off-white
- Wasserlöslichkeit
- 30 mg/ml · Soluble in water at 30mg/ml.
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions are not stable. Solutions must be made fresh and used within 1 working day.
- InChI
- InChI=1S/C6H9NO5/c1-11-4(8)3-7-5(9)6(10)12-2/h3H2,1-2H3,(H,7,9)
- InChIKey
- BNJOZDZCRHCODO-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)CNC(C(OC)=O)=O
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2924.19.8000
- risk_code
- 22
- hazard_code
- Xi,Xn
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Anwendungen
BeschreibungThe pro-angiogenic factor HIF-1α is targeted for destruction in normoxic environments by the hydroxylation of a specific proline residue, P564, by the oxygen-sensing enzyme HIF-1α prolyl hydroxylase (HIF-PH). DMOG is a cell permeable, competitive inhibitor of HIF-PH. It acts to stabilize HIF-1α expression at normal oxygen tensions in cultured cells, at concentrations between 0.1 and 1 mM. DMOG is therefore expected to act as a pro-angiogenic compound, acting via the HIF-1α system.
VerwendenDMOG is a cell permeable prolyl-4-hydroxylase inhibitor which upregulates HIF activity. HIF activation stimulates angiogenesis in several different models (1nM). DMOG also inhibits FIH (factor inhibiting HIF), an asparaginyl hydroxylase, which enhances the HIF response. It is active in vivo and attenuates myocardial injury in a rabbit ischemia reperfusion model (20mg/Kg).
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter100 Anbieter
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Zugehörige Reaktionen
1
Notizen zur Verbindung
Wird geladen…