2-Aminoethoxydiphenyl borate

ChemicalBook > CAS DataBase List > 2-Aminoethoxydiphenyl borate

2-Aminoethoxydiphenyl borate

Product Name: 2-Aminoethoxydiphenyl borate
CAS No.: 524-95-8
Chemical Name: 2-Aminoethoxydiphenyl borate
Synonyms: 2-APB;NSC 17107;Natural Product;Naturstoffreagenz A;Diphenylborinic acid;NATURAL PRODUCT REAGENT A;AMINOETHOXYDIPHENYLBORANE;2-Aminoethyl diphenyl orate;2-AMINOETHOXYDIPHENYLBORATE;Aminoethyl Diphenylborinate
CBNumber: CB3308983
Molecular Formula: C14H16BNO
Formula Weight: 225.09
MOL File: 524-95-8.mol

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2-Aminoethoxydiphenyl borate Property

Melting point:: 192-194 °C(lit.)
Boiling point:: 325.3±34.0 °C(Predicted)
Density: 1.04±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: Soluble in ethanol and methanol.
pka: 8.03±0.10(Predicted)
form: Liquid
color: Clear colorless to yellow
BRN: 2942273
Stability:: 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.
InChIKey: BLZVCIGGICSWIG-UHFFFAOYSA-N
CAS DataBase Reference: 524-95-8(CAS DataBase Reference)

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Safety

Risk Statements: 36/37/38
Safety Statements: 22-24/25
WGK Germany: 3
RTECS: ED6150000
F: 8-21
HS Code: 29310099

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 100065
Product name: 2-APB
Purity: A cell-permeable modulator of Ins(1,4,5)P3-induced Ca
Packaging: 100mg
Price: $82.8
Updated: 2024/03/01

TCI Chemical

Product number: D0281
Product name: 2-Aminoethyl Diphenylborinate
Purity: >98.0%(HPLC)(T)
Packaging: 10g
Price: $155
Updated: 2024/03/01

TCI Chemical

Product number: D0281
Product name: 2-Aminoethyl Diphenylborinate
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $332
Updated: 2024/03/01

Alfa Aesar

Product number: A16606
Product name: 2-Aminoethyl diphenylborinate, 98%
Packaging: 5g
Price: $76.5
Updated: 2024/03/01

Alfa Aesar

Product number: A16606
Product name: 2-Aminoethyl diphenylborinate, 98%
Packaging: 25g
Price: $241
Updated: 2024/03/01

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2-Aminoethoxydiphenyl borate Chemical Properties,Usage,Production

Description

2-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.

Chemical Properties

white crystalline powder

Uses

Ca release inhibitor, angiogensin II inhibitor

Uses

2-Aminoethyl diphenylborinate is used for the densitometric determination of flavonoids and TRP activator. It is also used to manipulate intracellular release of calcium ions and in preparation of apoptotic inducers. It serves as a reactant for preparation of apoptotic inducers and in membrane-permeable SOCE (store operated calcuym entry) inhibitor.

Definition

ChEBI: An organoboron compound that is diphenylborane in which the borane hydrogen is replaced by a 2-aminoethoxy group.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 5409, 1958 DOI: 10.1021/ja01553a022
Journal of the American Chemical Society, 80, p. 5409, 1958 DOI: 10.1021/ja01553a022

General Description

A cell-permeable modulator of Ins(1,4,5)P₃-induced Ca²⁺ release. Inhibits Ins(1,4,5)P₃-induced Ca²⁺ release from rat cerebellar microsomal preparations (IC₅₀ = 42 μM) without affecting [³H]-Ins(1,4,5)P₃ binding to its receptor. In liver cells, 2-APB inhibits store-operated Ca²⁺ channels through a mechanism which may involve its binding to either the channel protein or an associated regulatory protein. Has no effect on the Ca²⁺ release from the ryanodine-sensitive Ca²⁺ store prepared from rat leg skeletal muscle and heart.

Biological Activity

A functional and membrane permeable D-myo-inositol 1,4,5-trisphosphate (IP 3 ) receptor antagonist (IC 50 = 42 μ M). Stimulates store-operated calcium (SOC) release at low concentrations (< 10 μ M) and inhibits it at higher concentrations (up to 50 μ M). Increases STIM-Orai channel conductance and limits ion selectivity. Modulator of TRP channels; blocks TRPC1, TRPC3, TRPC5, TRPC6, TRPV6, TRPM3, TRPM7, TRPM8 and TRPP2 and at higher concentrations stimulates TRPV1, TRPV2 and TRPV3. Also blocks specific gap channel subtypes.

Biochem/physiol Actions

Membrane-permeable modulator of intracellular IP3-induced calcium release.

storage

Room temperature

References

1) Maruyama et al. (1997) 2APB, 2-aminoethoxydiphenyl borate, a membrane-penetrable modulator of Ins(1,4,5)P3-induced Ca2+ release; J. Biochem., 122 498 2) Varnai et al. (2009) STIM and Orai: the long-awaited constituents of store-operated calcium entry; Trends Pharmacol. Sci., 30 118 3) Togashi et al. (2008) Inhibition of the transient receptor potential cation channel TRPM2 by 2-aminoethoxydiphenyl borate (2-APB); Br. J. Pharmacol., 153 1324 4) Xu et al. (2005) Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltage-dependent effect; Br. J. Pharmacol., 145 405 5) Bai et al. (2006) Block of specific gap junction channel subtypes by 2-aminoethoxydiphenyl borate (2-APB); J. Pharmacol. Exp. Ther., 319 1452

2-Aminoethoxydiphenyl borate Preparation Products And Raw materials

Raw materials

PHENYLMAGNESIUM BROMIDE Monoethanolamine Tributyl borate TRIPHENYLBORANE Diethyl ether Benzene

Preparation Products

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View Lastest Price from 2-Aminoethoxydiphenyl borate manufacturers

Career Henan Chemical Co

Product: (2-AMINOETHOXY)DIPHENYLBORANE 524-95-8
Price: US $0.01/KG
Min. Order: 1KG
Purity: 98%; 99%
Supply Ability: 500g;1kg； 25kg
Release date: 2020-01-09

524-95-8, 2-Aminoethoxydiphenyl borateRelated Search:

Dimethyl carbonate 3,4-DIHYDROXYBENZYLAMINE HYDROBROMIDE TRIPROPYL BORATE N-(4-AMINOBUTYL)-2-NAPHTHALENESULFONAMIDE HYDROCHLORIDE 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE Niguldipine (hydrochloride) 2-Propenoic acid, 3,3'-(1,3-phenylene)bis- Methanone, (3,4-dihydro-2(1H)-isoquinolinyl)[2-[(4-methoxyphenyl)amino]-4-thiazolyl]- MSK-195 L-Menthol 2-Aminoethoxydiphenyl borate Diphenylphosphinic Chloride 6-[(DIPHENYLBORYL)OXY]-6-OXO-1,5-HEXANEDIAMINE 1-[(DIPHENYLBORYL)OXY]-1-OXO-3-PHENYL-2-PROPANAMINE SPECS AO-164/42302603 SPECS AO-164/42302642 SPECS AI-942/13332058

NATURAL PRODUCT REAGENT A

b-(2-aminoethoxy)diphenylborane

2-Aminoethyl diphenyl orate

(2-Aminoethoxy)diphenylborane ,98%

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

DIPHENYLBORIC ACID ETHANOLAMINE COMPLEX

DIPHENYLBORINIC ACID 2-AMINOETHYL ESTER

DIPHENYLBORINIC ACID ETHANOLAMINE ESTER

Diphenylborinic acid 2-aMinoethyl ester, 98% 10GR

Diphenylborinic acid 2-aMinoethyl ester, 98% 25GR

Diphenylborinic acid 2-aMinoethyl ester, 98% 5GR

(2-Aminoethoxy)diphenylborane Diphenylborinic Acid 2-Aminoethyl Ester

AMINOETHOXYDIPHENYLBORANE

2- aMinoethylbiphenylboric acidester

Naturstoffreagenz A

NSC 17107

Natural Product

diphenyl-borinicaci2-aminoethylester

o-(2-aminoethyl)diphenyl-borinicaci

Borinic acid, diphenyl-, 2-aminoethyl ester

Diphenylborinic acid

2-Aminoethyl diphenylborinate, Diphenylboric acid 2-aminoethyl ester, Natural product Reagent A

2-(Diphenylboryloxy)ethanamine

2-(Diphenylboryloxy)ethylamine

Diphenylborinic acid 2-aminoethyl ester,98%

2-Aminoethyl diphenyl borate, 2-APB, Diphenylboric acid 2-aminoethyl ester, Diphenylborinic acid

2-Aminoethyl Diphenylborinate &gt

Aminoethyl Diphenylborinate

2-AMINOETHYLDIPHENYL BORATE FOR SYNTHESI

Borinic acid, B,B-diphenyl-, 2-aminoethyl ester

2-Aminoethyl diphenylborinate (2-APB)

2-diphenylboranyloxyethanamine

524-95-8

C6H52BOCH2CH2NH2

C14H16BNO

B1C14H16N1O1

Others

Organometallic Reagents

Analytical Chromatography Product Catalog

Analytical Reagents

Boronic Acids and Derivatives

AMINE

Borinic Acids

B (Classes of Boron Compounds)

Signalling

Aromatic Esters

Borinic Acids

B (Classes of Boron Compounds)

InsP3/Ryanodine receptor