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1,2-Dihydro-naphthalene-3-boronic acid, a boronic acid derivative of naphthalene, is a chemical compound with the molecular formula C12H13BO2. It is characterized by its polycyclic aromatic hydrocarbon structure and the presence of a boronic acid group, which allows it to form reversible covalent bonds with diols and other nucleophiles. This versatile reactant is widely used in various chemical reactions and serves as a valuable tool in the development of new drugs and pharmaceuticals.

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  • 521917-51-1 Structure
  • Basic information

    1. Product Name: 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID
    2. Synonyms: 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID;(3,4-Dihydronaphthalen-2-yl)boronic acid
    3. CAS NO:521917-51-1
    4. Molecular Formula: C10H11BO2
    5. Molecular Weight: 174
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 521917-51-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 353.1±52.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.18±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: 9.63±0.20(Predicted)
    10. CAS DataBase Reference: 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID(521917-51-1)
    12. EPA Substance Registry System: 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID(521917-51-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 521917-51-1(Hazardous Substances Data)

521917-51-1 Usage

Uses

Used in Organic Synthesis:
1,2-Dihydro-naphthalene-3-boronic acid is used as a building block in the synthesis of various pharmaceutical and agrochemical compounds. Its unique structure and reactivity make it a valuable component in the creation of new and effective molecules for a range of applications.
Used in Fluorescent Dyes and Organic Electronics:
1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID is also utilized in the synthesis of fluorescent dyes and materials for organic electronics. Its ability to form reversible covalent bonds contributes to the development of advanced materials with specific optical and electronic properties.
Used in Medicinal Chemistry:
1,2-Dihydro-naphthalene-3-boronic acid is employed as a versatile reactant in medicinal chemistry for the development of new drugs and pharmaceuticals. Its reactivity and compatibility with various chemical reactions enable the creation of innovative and effective therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 521917-51-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,2,1,9,1 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 521917-51:
(8*5)+(7*2)+(6*1)+(5*9)+(4*1)+(3*7)+(2*5)+(1*1)=141
141 % 10 = 1
So 521917-51-1 is a valid CAS Registry Number.

521917-51-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-dihydronaphthalen-2-ylboronic acid

1.2 Other means of identification

Product number -
Other names 1,2-DIHYDRO-NAPHTHALENE-3-BORONIC ACID

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:521917-51-1 SDS

521917-51-1Downstream Products

521917-51-1Relevant articles and documents

Azologization and repurposing of a hetero-stilbene-based kinase inhibitor: Towards the design of photoswitchable sirtuin inhibitors

Grathwol, Christoph W.,W?ssner, Nathalie,Swyter, S?ren,Smith, Adam C.,Tapavicza, Enrico,Hofstetter, Robert K.,Bodtke, Anja,Jung, Manfred,Link, Andreas

, p. 2170 - 2183 (2019/09/30)

The use of light as an external trigger to change ligand shape and as a result its bioactivity, allows the probing of pharmacologically relevant systems with spatiotemporal resolution. A hetero-stilbene lead resulting from the screening of a compound that was originally designed as kinase inhibitor served as a starting point for the design of photoswitchable sirtuin inhibitors. Because the original stilbenoid structure exerted unfavourable photochemical characteristics it was remodelled to its heteroarylic diazeno analogue. By this intramolecular azologization, the shape of the molecule was left unaltered, whereas the photoswitching ability was improved. As anticipated, the highly analogous compound showed similar activity in its thermodynamically stable stretched-out (E)-form. Irradiation of this isomer triggers isomerisation to the long-lived (Z)-configuration with a bent geometry causing a considerably shorter end‐to‐end distance. The resulting affinity shifts are intended to enable real‐time photomodulation of sirtuins in vitro.

2-Styryl-pyridines and 2-(3,4-Dihydro-naphthalen-2-yl)-pyridines as potent NR1/2B subtype selective NMDA receptor antagonists

Buettelmann, Bernd,Alanine, Alexander,Bourson, Anne,Gill, Ramanjit,Heitz, Marie-Paule,Mutel, Vincent,Pinard, Emmanuel,Trube, Gerhard,Wyler, Rene

, p. 630 - 633 (2007/10/03)

A series of 2-styryl-pyridines and 2-(3,4-dihydro-naphthalen-2-yl)- pyridines was prepared and evaluated as NR1/2B subtype selective NMDA receptor antagonists. The SAR developed in this series resulted in the discovery of high affinity antagonists that are selective (vs. α1 and M 1 receptors) and are active in vivo.

Substituted imidazol-pyridazine derivatives

-

Page 20, (2010/02/05)

The present invention relates to compounds of formula wherein A is an unsubstituted or substituted cyclic group; and R is hydrogen or lower alkyl; or a pharmaceutically acceptable acid addition salt thereof. These compounds are NMDA NR-2B receptor subtype specific blockers and are useful in the treatment of neurodegeneration, depression and pain.

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