Grundinformationen
- CAS
524-95-8- Standard-SMILES
NCCOB(c1ccccc1)c1ccccc1- InChIKey
BLZVCIGGICSWIG-UHFFFAOYSA-N- Summenformel
- C14H16BNO
- Durchschnittliche Molmasse
- 225,1 g/mol
- Monoisotopische Masse
- 225,1324943
Überblick
2-aminoethoxydiphenylborane is an organoboron compound that is diphenylborane in which the borane hydrogen is replaced by a 2-aminoethoxy group. It has a role as an IP3 receptor antagonist, a calcium channel blocker and a potassium channel opener. It is an organoboron compound and a primary amino compound.
Namen und Bezeichner
- Bevorzugter Name
- 2-Aminoethoxydiphenyl borate
- IUPAC
- 2-diphenylboranyloxyethanamine
- Lokaler Name
- (2-Aminoethoxy)(diphenyl)boran
- Englischer Name
- 2-Aminoethoxydiphenyl borate
- Summenformel
- C14H16BNO
- Molmasse
- 225.09
Namen und Synonyme
2-Aminoethyl diphenylborinate524-95-82-Aminoethoxydiphenylborate2-aminoethoxydiphenyl borateBorinic acid, diphenyl-, 2-aminoethyl esterBorinic acid, o-(2-aminoethyl)diphenyl-B-(2-Aminoethoxy)diphenylborane2apb2-APB compound2-APB cpdbis phenyl(2-aminoethoxy)borateE4ES684O93
Weitere Namen anzeigen
Natural ProductDiphenylborinic acid2-AMINOETHYL DIPHENYL BORATE(2-AMINOETHOXY)DIPHENYLBORANE2-APB (2-Aminoethyl Diphenylborinate)NSC 17107Naturstoffreagenz ANATURAL PRODUCT REAGENT A
NSC-17107J42.786ADTXSID0040389C20698RefChem:465139DTXCID8020389208-366-52-APB
Datenbank-Bezeichner
- CAS
524-95-8- PubChem CID
- 1598
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 35,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 182
Experimentelle und physikochemische Eigenschaften
Chemical ClassesMetals -> Metalloid Compounds (Boron)
Melting Point193 °C
Physical DescriptionWhite crystalline powder; [Acros Organics MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 192 · 192-194 °C(lit.)
- Siedepunkt
- 325.3 · 325.3±34.0 °C(Predicted)
- Dichte
- 1.04 · 1.04±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Soluble in ethanol and methanol.
- pka
- 8.03 · 8.03±0.10(Predicted)
- Aggregatzustand
- Liquid
- Farbe
- Clear colorless to yellow
- BRN
- 2942273 · 2942273
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
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 (94.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 35 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information2-(Diphenylboryloxy) ethylamine: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryIntravenous LD50 (mouse) = 56 mg/kg; [RTECS] An irritant; Harmful by ingestion; [Acros Organics MSDS] See Benzeneboronic acid.
Hazard Classes and CategoriesAcute Tox. 4 (94.3%)
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
0.18 [mg/m3]
2.0 [mg/m3]
12 [mg/m3]
Sicherheitsdaten
- F
- 8-21
- wgk
- 3
- hs_code
- 29310099
- RTECS-Nr.
- ED6150000
- risk_code
- 36/37/38
Chemie und Industrie
Anwendungen
Beschreibung2-Aminoethyl diphenylborinate (2-APB) is a modulator of intracellular calcium levels and transient receptor potential (TRP) channels. It inhibits calcium release induced by inositol-1,4,5-triphosphate (IP3) in rat cerebellar microsomes (IC50 = 42 μM) without affecting IP3 binding to its receptor. 2-APB inhibits store-operated calcium entry (SOCE) in DT40 cells (IC50 = 4.8 μM), as well as inhibits TRP canonical 6 (TRPC6) and TRP melastatin 8 (TRPM8) and activates TRP vanilloid 1 (TRPV1), TRPV2, and TRPV3 in vitro. It also inhibits calcium transients induced by the sarcoplasmic/endoplasmic reticulum Ca2+-ATPase (SERCA) inhibitor thapsigargin in DDT1 MF-2 cells when used at a concentration of 75 μM. 2-APB inhibits differentiation of primary mouse brown adipocytes when used at concentrations ranging from 30 to 300 μM and reduces adipocyte triglyceride levels at 100 μM. It also increases the expression of Ucp1 and Pparg in primary mouse brown adipocytes. 2-APB (10 mg/kg) reduces protein levels of TRP melastatin 2 (TRPM2) in the rat hippocampus and improves learning and memory deficits induced by amyloid-β (25-35) in rats.
VerwendenCa release inhibitor, angiogensin II inhibitor
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