145965-14-6

  • Product NameBoronic acid, (4-bromo-1-naphthalenyl)- (9ci)
  • Purity99%
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Product Details

Quick Details

  • CasNo: 145965-14-6
  • Purity: 99%

145965-14-6 Properties

  • Molecular Formula:C10H8BBrO2
  • Molecular Weight:250.887
  • Melting Point:230-260 °C 
  • Boiling Point:421.7±47.0 °C(Predicted) 
  • PKA:8.16±0.30(Predicted) 
  • PSA:40.46000 
  • Density:1.62±0.1 g/cm3 (20 ºC 760 Torr) 
  • LogP:1.28210 

145965-14-6 Relevant articles

Discovery of a flexible triazolylbutanoic acid as a highly potent uric acid transporter 1 (URAT1) inhibitor

Tian, He,Liu, Wei,Zhou, Zhixing,Shang, Qian,Liu, Yuqiang,Xie, Yafei,Liu, Changying,Xu, Weiren,Tang, Lida,Wang, Jianwu,Zhao, Guilong

, (2016)

In order to systematically explore and understand the structure-activity relationship (SAR) of a lesinurad-based hit (1c) derived from the replacement of the S atom in lesinurad with CH2, 18 compounds (1a-1r) were designed, synthesized and subjected to in vitro URAT1 inhibitory assay. The SAR exploration led to the discovery of a highly potent flexible URAT1 inhibitor, 1q, which was 31-fold more potent than parent lesinurad (IC50 = 0.23 μM against human URAT1 for 1q vs. 7.18 μM for lesinurad). The present study discovered a flexible molecular scaffold, as represented by 1q, which might serve as a promising prototype scaffold for further development of potent URAT1 inhibitors, and also demonstrated that the S atom in lesinurad was not indispensable for its URAT1 inhibitory activity.

Thiophene derivatives used as inhibitor of URAT1

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Paragraph 0133; 0135; 0136; 0137, (2019/04/26)

The invention relates to thiophene derivatives used as an inhibitor of urate transporter 1 (URAT1), in particular relates to the thiophene derivatives represented by a general formula (I) shown in thedescription, a pharmaceutically-acceptable salt of the thiophene derivatives, and preparation methods of the thiophene derivatives and the pharmaceutically-acceptable salt, and particularly relates to an application of the thiophene derivatives and the pharmaceutically-acceptable salt used as a therapeutic agent for a disease associated with an abnormal uric acid level.

DIAMINE COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

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Paragraph 0465-0467, (2020/01/12)

Provided are a diamine compound and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and comprising an emission layer, the organic layer including a diamine compound represented by one selected from Formulae 1-1 to 1-8.

Organic light-emitting device including diamine compound and diamine compound

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Paragraph 0553-0557, (2020/01/08)

The present invention provide a diamine compound and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and comprising an emission layer, the organic layer including a diamine compound represented by one selected from Formulae 1-1 to 1-8.

Composite taken as URAT 1 inhibitor

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Paragraph 0019; 0020, (2018/05/16)

The invention provides a series of composite with a formula (I), wherein n is selected from 1, 2 or 3, X is selected from O or S, Q is selected from C or N, and R is selected from H, halogen or -C1-6.The composite can be used as the URAT 1 inhibitor and can be used for treating hyperuricemia and gout.

145965-14-6 Process route

Triisopropyl borate
5419-55-6

Triisopropyl borate

1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

1-bromo-4-(dihydroxyboryl)naphthalene
145965-14-6

1-bromo-4-(dihydroxyboryl)naphthalene

Conditions
Conditions Yield
1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
Triisopropyl borate; In tetrahydrofuran; at 20 ℃;
76%
1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;
1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
Triisopropyl borate; In tetrahydrofuran; at 20 ℃;
1.5 g
Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

1-bromo-4-(dihydroxyboryl)naphthalene
145965-14-6

1-bromo-4-(dihydroxyboryl)naphthalene

Conditions
Conditions Yield
1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 15h;
With hydrogenchloride; In tetrahydrofuran; hexane; water; for 1h;
82%
1,4-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;
Trimethyl borate; In tetrahydrofuran; at 20 ℃; for 15h;
82%

145965-14-6 Upstream products

  • 5419-55-6
    5419-55-6

    Triisopropyl borate

  • 83-53-4
    83-53-4

    1,4-dibromonaphthalene

  • 91-20-3
    91-20-3

    naphthalene

  • 121-43-7
    121-43-7

    Trimethyl borate

145965-14-6 Downstream products

  • 4236-05-9
    4236-05-9

    4-bromo-1-nitronaphthalene

  • 1238872-57-5
    1238872-57-5

    (4-(naphthalen-1-yl(phenyl)amino)naphthalen-1-yl)boronic acid

  • 131409-18-2
    131409-18-2

    5-bromo-7H-benzo[c]carbazole

  • 1800228-86-7
    1800228-86-7

    2-(4-bromonaphthalene-1-yl)-4,6-diphenyl-1,3,5-triazine

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