2-Aminoethoxydiphenyl borate

2-Aminoethoxydiphenyl borate
Names


IUPAC name 2-Diphenylboranyloxyethanamine
Other names 2-Aminoethyl diphenyl borate Diphenylborinic acid 2-aminoethyl ester 2-Aminoethyl diphenylborinate
Identifiers
CAS Number	524-95-8^N
3D model (Jmol)	Interactive image Interactive image
Abbreviations	2-APB
ChEBI	CHEBI:131184^N
ChEMBL	ChEMBL169233^Y
ChemSpider	1540^Y
ECHA InfoCard	100.007.607
IUPHAR/BPS	2433
PubChem	1598
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^Y Key: BLZVCIGGICSWIG-UHFFFAOYSA-N^Y InChI=1/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 Key: BLZVCIGGICSWIG-UHFFFAOYAJ
SMILES B(C1=CC=CC=C1)(C2=CC=CC=C2)OCCN O(B(c1ccccc1)c2ccccc2)CCN
Properties
Chemical formula	C₁₄H₁₆BNO
Molar mass	225.10 g·mol⁻¹
Appearance	white
Density	1.04g/cm3
Melting point	192 to 194 °C (378 to 381 °F; 465 to 467 K)
Boiling point	325.3 °C (617.5 °F; 598.5 K) at 760mmHg
Hazards
S-phrases	S22 S24/25
Flash point	150.6 °C (303.1 °F; 423.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

2-Aminoethoxydiphenyl borate (2-APB) is a chemical that acts to inhibit both IP₃ receptors and TRP channels (although it activates TRPV1, TRPV2, & TRPV3 at higher concentrations). In research it is used to manipulate intracellular release of calcium ions (Ca²⁺) and modify TRP channel activity, although the lack of specific effects make it less than ideal under some circumstances. Additionally, there is evidence that 2-APB acts directly to inhibit gap junctions made of connexin26 or connexin32. Increasing evidence showed that 2-APB is a powerful modifier of store-operated calcium channels (SOC) function, low concentration of 2-APB can enhance SOC while high concentration induces a transient increase followed by complete inhibition.

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