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2-(2-Pyridylthio)ethan-1-ol, commonly known as 2-mercaptoethanol (2-ME), is an organosulfur compound with the chemical formula C6H7NS. It features a pyridylthio group, which is a pyridine ring attached to a thiol group. 2-(2-PYRIDYLTHIO)ETHAN-1-OL is widely recognized for its role as a reducing agent in biochemical and molecular biology applications, where it is instrumental in cleaving disulfide bonds in proteins. Furthermore, it serves as a stabilizer for certain enzymes and a protective agent against radiation damage in biological samples. Its utility extends to industrial processes as a metal chelator and as an ingredient in pharmaceutical and cosmetic products. However, due to its strong, unpleasant odor and potential for skin, eye, and respiratory irritation, careful handling is advised.

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  • 77555-27-2 Structure
  • Basic information

    1. Product Name: 2-(2-PYRIDYLTHIO)ETHAN-1-OL
    2. Synonyms: 2-(2-PYRIDYLTHIO)ETHAN-1-OL;2-(2-PYRIDYTHIO)ETHAN-1-OL;2-(PYRIDIN-2-YLTHIO)ETHANOL
    3. CAS NO:77555-27-2
    4. Molecular Formula: C7H9NOS
    5. Molecular Weight: 155.22
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 77555-27-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 107 °C
    3. Flash Point: 135.1 °C
    4. Appearance: /
    5. Density: 1.21 g/cm3
    6. Vapor Pressure: 0.000519mmHg at 25°C
    7. Refractive Index: 1.596
    8. Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-(2-PYRIDYLTHIO)ETHAN-1-OL(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-(2-PYRIDYLTHIO)ETHAN-1-OL(77555-27-2)
    12. EPA Substance Registry System: 2-(2-PYRIDYLTHIO)ETHAN-1-OL(77555-27-2)
  • 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: 77555-27-2(Hazardous Substances Data)

77555-27-2 Usage

Uses

Used in Biochemistry and Molecular Biology:
2-(2-Pyridylthio)ethan-1-ol is used as a reducing agent for breaking disulfide bonds in proteins, which is crucial for studying protein structure and function.
Used in Enzyme Stabilization:
In the biotechnology industry, 2-(2-Pyridylthio)ethan-1-ol is used as a stabilizer for certain enzymes, enhancing their performance and longevity during various biochemical processes.
Used in Radiation Protection for Biological Samples:
2-(2-Pyridylthio)ethan-1-ol serves as a protective agent against radiation damage in biological samples, safeguarding the integrity of these samples during radiation exposure.
Used in Industrial Metal Chelation:
In industrial applications, 2-(2-Pyridylthio)ethan-1-ol is utilized as a metal chelator, which is essential for processes that require the binding and removal of metal ions.
Used in Pharmaceutical and Cosmetic Products:
2-(2-Pyridylthio)ethan-1-ol is incorporated into the formulations of some pharmaceutical and cosmetic products, contributing to their efficacy and performance.

Check Digit Verification of cas no

The CAS Registry Mumber 77555-27-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,5,5 and 5 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 77555-27:
(7*7)+(6*7)+(5*5)+(4*5)+(3*5)+(2*2)+(1*7)=162
162 % 10 = 2
So 77555-27-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NOS/c9-5-6-10-7-3-1-2-4-8-7/h1-4,9H,5-6H2

77555-27-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-pyridin-2-ylsulfanylethanol

1.2 Other means of identification

Product number -
Other names 2-[2]Pyridylmercapto-aethanol

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:77555-27-2 SDS

77555-27-2Downstream Products

77555-27-2Relevant articles and documents

THIAZOLIDINONE COMPOUNDS AND USE THEREOF

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Paragraph 1188-1189, (2017/09/21)

A pharmaceutical composition containing a compound of Formula (I) for treating an opioid receptor-associated condition. Also disclosed is a method for treating an opioid receptor-associated condition using such a compound. Further disclosed are two sets of thiazolidinone compounds of formula (I): (i) compounds each having an enantiomeric excess greater than 90% and (ii) compounds each being substituted with deuterium.

Synthesis of N-heterocyclic ligands for use in affinity and mixed mode chromatography

Mountford, Simon J.,Campi, Eva M.,Robinson, Andrea J.,Hearn, Milton T.W.

experimental part, p. 471 - 485 (2011/03/18)

A set of heterocyclic ligands have been synthesised for use in the preparation of mixed mode affinity chromatographic adsorbents for application in the purification of proteins, including antibodies. The ligand structures were designed to consist of a pyridinyl or related aza-heterocyclic nucleus bearing a pendant arm containing either an alkylamine, alkylthiol or hydroxyalkyl nucleophilic group to allow their facile immobilisation onto an activated support matrix. Ligand diversity was achieved by altering the length of the alkyl chain between the heterocyclic nucleus and nucleophilic group, varying the position of alkyl chain attachment to the heterocycle, and incorporating extra substituents into the pyridinyl or related aza-heterocyclic ring. This diversity in ligand structure was intended to enable key structural features of the ligand, required for efficient protein binding, to be determined. In contrast to the previously used multi-step procedures for the preparation of analogous substituted pyridine or aza-heterocyclic compounds, the synthesis routes for the ligands described here have generally utilized very mild, one-step reactions with readily available heterocyclic precursors. Copyright

2-PROPENE-1-ONES AS HSP 70 INDUCERS

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Page/Page column 137-138, (2010/02/14)

The present invention relates to novel compounds of 2-propene-1-one series, of general formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, pharmaceutically acceptable salts, pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them, wherein R5, R6, Q and Y are as defined in the specification. The present invention also relates to a process for preparing such compounds, compositions containing such compounds, and use of such compound and composition in medicine. The compounds of the general formula (I) induce HSP-70 and are useful for the treatment of diseases accompanying pathological stress in a living mammalian organism, including a human being, such as stroke, myocardial infarction, inflammatory disorder, hepatotoxicity, sepsis, diseases of viral origin, allograft rejection, tumourous diseases, gastric mucosal damage, brain haemorrhage, endothelial dysfunctions, diabetic complications, neuro-degenerative diseases, post-traumatic neuronal damage, acute renal failure, glaucoma and aging related skin degeneration.

Reactions (SRN1) de nucleophiles soufres avec des halogenopyridines trifluoromethylees I. Synthese de sulfures dissymetriques heterocycliques

Chbani, Mohamed,Bouillon, Jean-Philippe,Chastanet, Jacqueline,Soufiaoui, Mohamed,Beugelmans, Rene

, p. 1053 - 1060 (2007/10/02)

Synthesis of unsymmetrical heterocyclic sulfides via SRN1 reactions.While 2-chloropyridine reacts poorly with deactivated sulfanions derived from heterocyclic thiols (HS-Het), 2-chloropyridines carrying a trifluoromethyl electron-withdrawing group react efficiently (position 3 or 5), moderately (position 6) or poorly (position 4) yielding unsymmetrical sulfides (CF3)-Pyr-S-Het. - Keywords: trifluoromethylated 2-chloropyridine / heterocyclic thiol / unsymmetrical sulfide

ETUDE DES REACTIONS DE SRN1-PARTIE 10 ACTION DE SULFANIONS SUR LES HALOGENURES D'ARYLE FONCTIONNALISES. SYNTHESE DIRECTE DE BENZOTHIOPHENES ET THIENOPYRIDINES

Beugelmans, Rene,Bois-Choussy, Michele,Boudet, Bernard

, p. 4153 - 4162 (2007/10/02)

Functionalized aromatic halides Ar1XY (Ar1=C6H4, Y=OCH3,CONH2,CN,COCH3,CHO,COC6H5) undergo SRN1 reactions with sulphur anions -SR, either simple (R=C2H5,CH2C6H5) or functionalized (R=(CH2)2OH,(CH2)2CO2Et,CH2CO2Et).Products Ar1YS- formed from the fragmentation of the radical anion Ar1YSR- are related to the redox potential of the aryl moiety Ar1Y and with the energy of the bond S-R.In the heterocyclic series (Ar2=pyridine, Ar3=quinoline) a similar relationship appears but a competitive SN(AR) reaction occurs for pyridine substrates bearing an electron withdrawing group.A direct synthesis of benzothiophen via SRN1 reaction and an improved synthesis of thienopyridines based on the SN(Ar) reaction are reported.

SYNTHESIS OF SOME DERIVATIVES OF 2-MERCAPTOPYRIDINE

Orudzheva, I. M.,Efendiev, T. E.,Aliev, S. M.

, p. 350 - 353 (2007/10/02)

A series of derivatives of 2-mercaptopyridine were synthesized on the basis of the Mannich reaction with formaldehyde and various secondary amines, by addition to unsaturated componds, and by the reaction of the thiolate with halogen derivatives.

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