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Home > Encyclopedia > 2-Hydroxy-4-(methylthio)butanoic acid

2-Hydroxy-4-(methylthio)butanoic acid

2-Hydroxy-4-(methylthio)butanoic acid structure

2-Hydroxy-4-(methylthio)butanoic acid 

structure
  • CAS No:

    583-91-5

  • Formula:

    C5H10O3S

  • Chemical Name:

    2-Hydroxy-4-(methylthio)butanoic acid

  • Synonyms:

    Butanoic acid,2-hydroxy-4-(methylthio)-;Butyric acid,2-hydroxy-4-(methylthio)-;Butyric acid,α-hydroxy-γ-(methylmercapto)-;2-Hydroxy-4-(methylthio)butanoic acid;α-Hydroxy-γ-(methylmercapto)butyric acid;α-Hydroxy-γ-(methylthio)butyric acid;γ-(Methylthio)-α-hydroxybutyric acid;2-Hydroxy-4-(methylthio)butyric acid;Alimet;MHA acid;MHA-FA;γ-(Methylmercapto)-α-hydroxybutyric acid;2-Hydroxy-4-(methylmercapto)butyric acid;α-Hydroxy-4-(methylthio)butyric acid;DL-2-Hydroxy-4-(methylmercapto)butyric acid;DL-α-Hydroxy-γ-methylmercaptobutyric acid;DL-2-Hydroxy-4-(methylthio)butyric acid;Hydan L;DL-2-Hydroxy-4-(methylmercapto)butanoic acid;DL-2-Hydroxy-4-(methylthio)butanoic acid;Desmenidol;(+)-2-Hydroxy-4-(methylthio)butyric acid;AT 88;BIOX-A;HMTBA;Desmeninol;2-Hydroxy-4-(methylsulfanyl)butanoic acid;96661-25-5;110518-19-9;120-91-2

  • Categories:

    Active Pharmaceutical Ingredients  >  Feed Additive

Description

Solid


2-hydroxy-4-(methylthio)-butanoic acid is a light brown liquid. (USCG, 1999)|Solid


2-hydroxy-4-(methylthio)-butanoic acid is a light brown liquid. (USCG, 1999)|2-hydroxy-4-(methylthio)butanoic acid is a thia fatty acid.

2-Hydroxy-4-(methylthio)butanoic acid Basic Attributes

150.196

150.20

209-523-0

Characteristics

82.83000

0.35

Light brown liquid

1.3±0.1 g/cm3

250 °C

316.5±27.0 °C at 760 mmHg

145.2±23.7 °C

1.529

LD50 oral in rat: 3478mg/kg

No rapid reaction with air. No rapid reaction with water.

Acids, Carboxylic

An organosulfide, alcohol, and organic acid. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt.

320 °F (USCG, 1999)

Safety Information

R23/24/25

S26-S36/37/39-S45

ET4731500

P264, P273, P280, P302+P352, P305+P351+P338, P310, P312, P321, P332+P313, P362, P501

H303

|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P362, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H303: May be harmful if swallowed [Warning Acute toxicity, oral]|P264, P280, P302+P352, P305+P351+P338, P310, P312, P321, P332+P313, and P362

Fire Extinguishing Agents: Water spray, alcohol foam, dry chemical, carbon dioxide. (USCG, 1999)

Neutralizing Agents for Acids and Caustics: Sodium bicarbonate solution. Flush with water. (USCG, 1999)

Wear approved respirator with full face piece, chemical resistant gloves and clothing. (USCG, 1999)

Drug Information

CHICK LIVER HOMOGENATES CATALYZED THE OXIDATION OF 2-HYDROXY-4-(METHYLTHIO)BUTANOIC ACID TO KETOMETHIONINE & BOTH CHICK LIVER SUPERNATANTS & RAT LIVER SUPERNATANTS CONVERTED KETOMETHIONINE TO THE HYDROXY DERIVATIVE OR TO METHIONINE.|IN RAT TISSUE, BOTH FLAVINE COENZYME & GLUTAMINE ARE REQUIRED FOR THE CONVERSION OF 2-HYDROXY-4-METHYLTHIOBUTYRIC ACID INTO METHIONINE. PER GRAM OF TISSUE, THE KIDNEY POSSESSES GREATER CONVERSION ACTIVITY THAN THE LIVER, BRAIN, SMALL INTESTINE, & MUSCLE, ALTHOUGH ON A TOTAL ORGAN BASIS THE LIVER IS THE MOST IMPORTANT. MOST OF THE CONVERSION ACTIVITY IS LOCATED IN THE SUPERNATANT FRACTION OF THE LIVER.

METHIONINE PRECURSORS & METHIONINE ANALOGS WERE TESTED FOR THEIR ABILITY TO REPLACE OR TO ANTAGONIZE L-METHIONINE IN THE GROWTH OF PHYSARUM POLYCEPHALUM. 2-HYDROXY-4-(METHYLTHIO)BUTANOIC ACID SUPPORTED GROWTH, WHEN SUBSTITUTED FOR L-METHIONINE.

Corrosive to the eyes and moderately irritating to the skin. (USCG, 1999)

EYES: Flush with plenty of water for at least 15 minutes. SKIN: Remove contaminated clothing. Flush with plenty of water. (USCG, 1999)

(+-)-isomer of alpha-hydroxy-gamma-methylmercaptobutyric acid

2-Hydroxy-4-(methylthio)butanoic acid Use and Manufacturing

Methods of Manufacturing

BLAKE, WINEMAN, US PATENTS 2,745,745 AND 2,938,053 (1956 AND 1960 TO MONSANTO)

Uses

Methionine hydroxy analogue

Butanoic acid, 2-hydroxy-4-(methylthio)-: ACTIVE

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]

Computed Properties

Molecular Weight:150.20
XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:150.03506535
Monoisotopic Mass:150.03506535
Topological Polar Surface Area:82.8
Heavy Atom Count:9
Complexity:94.2
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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