(2-Aminoethoxy)diphenylborane

Name: (2-Aminoethoxy)diphenylborane
SKU: ACM524958
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Catalog NumberACM524958

CAS Number524-95-8

CategorySalt

Synonyms

2,2-DIPHENYL-1,3,2-OXAZA-BOROLIDINE INTERNAL SALT;2-APB;2-AMINOETHYL DIPHENYL BORATE;2-AMINOETHYL DIPHENYLBORINATE;(2-AMINOETHOXY)DIPHENYLBORANE;2-AMINOETHOXYDIPHENYLBORATE;BETA-AMINOETHYL DIPHENYLBORINATE;DIPHENYLBORIC ACID 2-AMINOETHYL ESTER

IUPAC Name

2-diphenylboranyloxyethanamine

Molecular Weight

225.1g/mol

Molecular Formula

C14H16BNO

Canonical SMILES

B(C1=CC=CC=C1)(C2=CC=CC=C2)OCCN

InChI

InChI=1S/C14H16BNO/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,16H2

InChI Key

BLZVCIGGICSWIG-UHFFFAOYSA-N

Melting Point

193.0 °C

Purity

>98 %

Application

(2-Aminoethoxy)diphenylborane serves as a versatile tool in biochemical research and cellular modulation. It is primarily utilized for the densitometric determination of flavonoids and acts as an activator of transient receptor potential (TRP) channels. This compound plays a crucial role in manipulating the intracellular release of calcium ions, which is vital for various cellular processes. Additionally, it is employed in the preparation of apoptotic inducers and acts as a membrane-permeable inhibitor of store-operated calcium entry (SOCE). As a modulator of intracellular calcium levels, it inhibits calcium release triggered by inositol-1,4,5-triphosphate (IP3) and affects various TRP channels, including inhibiting TRPC6 and TRPM8 while activating TRPV1, TRPV2, and TRPV3. Furthermore, it is involved in inhibiting calcium transients and differentiation in primary mouse brown adipocytes and even extends its influence to improving cognitive functions in rats by altering TRPM2 protein levels.

Complexity

182

Covalently-Bonded Unit Count

EC Number

208-366-5

Exact Mass

225.132494g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

2-aminoethyl diphenylborinate;2-APB cpd

Monoisotopic Mass