2-Aminoethyl Diphenylborinate

Names

[ CAS No. ]:
524-95-8

[ Name ]:
2-Aminoethyl Diphenylborinate

[Synonym ]:
2-Aminoethoxydiphenylborane
Borinic acid, B,B-diphenyl-, 2-aminoethyl ester
Natural Product Reagent A
2-diphenylboranyloxyethanamine
2-Aminoethoxydiphenyl borate,2-APB,2-Aminoethyl diphenyl borate
Diphenylborinic Acid Ethanolamine Ester
EINECS 208-366-5
Diphenylborinic Acid 2-Aminoethyl Ester
2-Aminoethyldiphenylborinate
2-Aminoethyl diphenylborinate
Borinic acid, diphenyl-, 2-aminoethyl ester (9CI)
MFCD00014823
(2-Aminoethoxy)diphenylborane

Biological Activity

[Description]:

2-Aminoethyl diphenylborinate (2-APB) is a cell-permeable inhibitor of IP3R. 2-Aminoethyl diphenylborinate also inhibits the store-operated Ca2+ (SOC) channel and activates some TRP channels (V1, V2 and V3)[1][2][3].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel

Signaling Pathways >> Membrane Transporter/Ion Channel >> TRP Channel

Research Areas >> Infection

[References]

[1]. Ma S, et al. Effect of Wilforine on the Calcium Signaling Pathway in Mythimna separata Walker MyocytesUsing the Calcium Imaging Technique. J Agric Food Chem. 2019 Nov 27.

[2]. Boyacı MG, et al. Effects of 2-Aminoethyl Diphenylborinate, a Modulator of Transient Receptor Potential and OraiChannels in Subarachnoid Hemorrhage: An Experimental Study.

[3]. Takahashi K, et al. Molecular mechanism of 2-APB-induced Ca²⁺ influx in external acidification in PC12. Exp Cell Res. 2014 May 1;323(2):337-45.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
325.3±34.0 °C at 760 mmHg

[ Melting Point ]:
192-194 °C(lit.)

[ Molecular Formula ]:
C₁₄H₁₆BNO

[ Molecular Weight ]:
225.094

[ Flash Point ]:
150.6±25.7 °C

[ Exact Mass ]:
225.132492

[ PSA ]:
35.25000

[ LogP ]:
3.48

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.560

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ED6150000

CHEMICAL NAME :: Borinic acid, O-(2-aminoethyl)diphenyl-

CAS REGISTRY NUMBER :: 524-95-8

BEILSTEIN REFERENCE NO. :: 2942273

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C14-H16-B-N-O

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#01899

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
ED6150000

[ HS Code ]:
2931900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2931900090

[ Summary ]:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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Related Compounds

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