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2-Chloro-3-fluoropyridine is a halogenated pyridine derivative used as a key intermediate in the synthesis of selective α2-adrenoceptor antagonists, particularly in the development of pyridinylpiperazine derivatives. Its incorporation into these compounds contributes to enhanced potency and selectivity for α2-adrenoceptors, as demonstrated by its role in the synthesis of the 3-fluoro derivative (2b), which showed superior activity compared to reference antagonists like yohimbine. This highlights its utility in medicinal chemistry for targeting adrenergic receptor modulation.

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  • 17282-04-1 Structure
  • Basic information

    1. Product Name: 2-Chloro-3-fluoropyridine
    2. Synonyms: 2-chloro-3-fluoro picoline;2-CHLORO-3-FLUOROPYRIDINE;2-Chloro-3-fluoropyr
    3. CAS NO:17282-04-1
    4. Molecular Formula: C5H3ClFN
    5. Molecular Weight: 131.54
    6. EINECS: 1312995-182-4
    7. Product Categories: Fluorine series;alkyl Fluorine| alkyl chloride;Fluorin-contained pyridine series;Pyridine;Halides;Heterocycles;Pyridines;Boronic Acid;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Variety of halogenated heterocyclic series
    8. Mol File: 17282-04-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 80 °C80 mm Hg(lit.)
    3. Flash Point: 147 °F
    4. Appearance: Colorless to light yellow liquid
    5. Density: 1.323 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 1.63mmHg at 25°C
    7. Refractive Index: n20/D 1.509(lit.)
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: -0.05±0.10(Predicted)
    11. BRN: 1363435
    12. CAS DataBase Reference: 2-Chloro-3-fluoropyridine(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-Chloro-3-fluoropyridine(17282-04-1)
    14. EPA Substance Registry System: 2-Chloro-3-fluoropyridine(17282-04-1)
  • Safety Data

    1. Hazard Codes: Xn,Xi
    2. Statements: 22-41-36/37/38-37/38-23/24/25
    3. Safety Statements: 26-36-45-36/37/39
    4. RIDADR: 2810
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: IRRITANT
    8. PackingGroup: III
    9. Hazardous Substances Data: 17282-04-1(Hazardous Substances Data)

17282-04-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 17282-04-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,2,8 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 17282-04:
(7*1)+(6*7)+(5*2)+(4*8)+(3*2)+(2*0)+(1*4)=101
101 % 10 = 1
So 17282-04-1 is a valid CAS Registry Number.
InChI:InChI=1/C8F16O3/c9-1(25)2(10,11)26-7(21,22)8(23,24)27-6(19,20)4(14,15)3(12,13)5(16,17)18

17282-04-1 Well-known Company Product Price

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  • TCI America

  • (C2447)  2-Chloro-3-fluoropyridine  >98.0%(GC)

  • 17282-04-1

  • 5g

  • 252.00CNY

  • Detail
  • TCI America

  • (C2447)  2-Chloro-3-fluoropyridine  >98.0%(GC)

  • 17282-04-1

  • 25g

  • 749.00CNY

  • Detail
  • Alfa Aesar

  • (L20022)  2-Chloro-3-fluoropyridine, 97%   

  • 17282-04-1

  • 1g

  • 348.0CNY

  • Detail
  • Alfa Aesar

  • (L20022)  2-Chloro-3-fluoropyridine, 97%   

  • 17282-04-1

  • 5g

  • 1383.0CNY

  • Detail
  • Aldrich

  • (636576)  2-Chloro-3-fluoropyridine  97%

  • 17282-04-1

  • 636576-5G

  • 769.86CNY

  • Detail
  • Aldrich

  • (636576)  2-Chloro-3-fluoropyridine  97%

  • 17282-04-1

  • 636576-25G

  • 2,958.93CNY

  • Detail

17282-04-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chloro-3-fluoropyridine

1.2 Other means of identification

Product number -
Other names 2-Chlor-3-fluorpyridin

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:17282-04-1 SDS

17282-04-1Relevant articles and documents

Synthesis of 2-Alkylamino-3-fluoropyridines Using Buchwald Conditions

Munson, Peter M.,Thompson, Wayne J.

, p. 759 - 766 (2004)

Synthesis of 2-alkylamino-3-fluoropyridines from 2-chloro-3-fluoropyridine using palladium-catalyzed coupling reaction under Buchwald conditions is described.

Thorpe–Ingold Effect in Branch-Selective Alkylation of Unactivated Aryl Fluorides

O'Neill, Matthew J.,Riesebeck, Tim,Cornella, Josep

supporting information, p. 9103 - 9107 (2018/07/24)

Presented herein is a general protocol for the alkylation of simple aryl fluorides with unbiased secondary Grignard reagents by means of nickel catalysis. This study revealed a general Thorpe–Ingold effect in the ligand backbone which confers a high degree of selectivity for the secondary carbon center in the C?C coupling event. This protocol is characterized by mild reaction conditions, robustness, and simplicity. Both electron-rich and electron-deficient aryl fluorides are suitable candidates in this transformation. Equally amenable are a variety of heterocycles, permitting the coupling without over alkylation at the electrophilic sites.

Benzimidazoles that are useful in treating sexual dysfunction

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction, wherein L is C1-4 alkyl;RA, RB, RC, RD, and RE, are as described in the specification;Z is selected from the group consisting of N, C and CH; andA is aryl and heteroaryl as described in the specification.

Benzimidazoles that are useful in treating sexual dysfunction

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

Discovery of 2-(4-pyridin-2-ylpiperazin-1-ylmethyl)-1H-benzimidazole (ABT-724), a dopaminergic agent with a novel mode of action for the potential treatment of erectile dysfunction

Cowart, Marlon,Latshaw, Steven P.,Bhatia, Pramila,Daanen, Jerome F.,Rohde, Jeffrey,Nelson, Sherry L.,Patel, Meena,Kolasa, Teodozyi,Nakane, Masaki,Uchic, Marie E.,Miller, Loan N.,Terranova, Marc A.,Chang, Renjie,Donnelly-Roberts, Diana L.,Namovic, Marian T.,Hollingsworth, Peter R.,Martino, Brenda R.,Lynch III, James J.,Sullivan, James P.,Hsieh, Gin C.,Moreland, Robert B.,Brioni, Jorge D.,Stewart, Andrew O.

, p. 3853 - 3864 (2007/10/03)

A new class of agents with potential utility for the treatment of erectile dysfunction has been discovered, guided by the hypothesis that selective D 4 agonists are erectogenic but devoid of the side effects typically associated with dopaminergic agents. The lead agent 2-(4-pyridin-2-ylpiperazin- 1-ylmethyl)-1H-benzimidazole (1, ABT-724) was discovered by optimization of a series of benzimidazole arylpiperazines. This highly selective D4 agonist was found to be very potent and efficacious in vivo, eliciting penile erections in rats at a dose of 0.03 μmol/kg, with a positive response rate of 77% erectile incidence. Even at high doses, it was devoid of side effects in animal models of central nervous system behaviors, emesis, or nausea. The structure-activity relationship of the parent benzimidazole series leading to 1 is described, with the detailed in vitro and in vivo profiles described. Distinctive structural features were discovered that are associated with D 4 selective agonism in this series of analogues.

Benzimidazoles that are useful in treating sexual dysfunction

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

IMIDAZO-PYRIDINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS

-

Page 42-43, (2010/02/04)

A class of 8-fluoro-3-phenylimidazo[1,2-a]pyridine derivatives, substituted at the meta position of the phenyl ring by an optionally substituted aryl or heteroaryl group, or by a pyrrolidinonyl group, which is directly attached or bridged by an oxygen atom or by a -NH- or -OCH2- linkage, being selective ligands for GABAA receptors, in particular having high affinity for the α2 and/or α3 and/or α5 subunit thereof, are accordingly of benefit in the treatment and/or prevention of adverse conditions of the central nervous system, including anxiety, convulsions and cognitive disorders.

8-FLUORIMIDAZO`1,2-A!PYRIDINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS

-

Page 35, (2010/02/04)

A class of 8-fluoroimidazo[1,2-a]pyridine derivatives, substituted at the 3-position by an optionally substituted five-membered or six-membered heteroaromatic ring, being selective ligands for GABAA receptors, in particular having high affinity for the α2 and/or α3 and/or α5 subunit thereof, are accordingly of benefit in the treatment and/or prevention of adverse conditions of the central nervous system, including anxiety, convulsions and cognitive disorders.

Benzimidazoles that are useful in treating sexual dysfunction

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

Benzimidazoles that are useful in treating sexual dysfunction

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

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