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Cas Database |
| Name |
2-Hydroxy-4-(methylthio)butanoic acid |
EINECS | 209-523-0 |
| CAS No. | 583-91-5 | Density | 1.277 g/cm3 |
| PSA | 82.83000 | LogP | 0.18500 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C5H10O3S | Boiling Point | 316.5 °C at 760 mmHg |
| Molecular Weight | 150.199 | Flash Point | 145.2 °C |
| Transport Information | N/A | Appearance | Light brown liquid |
| Safety | 26-36/37/39-45 | Risk Codes | 23/24/25 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Butyricacid, 2-hydroxy-4-(methylthio)- (6CI,8CI);Butyric acid, a-hydroxy-g-(methylmercapto)- (4CI);(+)-2-Hydroxy-4-(methylthio)butyric acid;2-Hydroxy-4-(methylmercapto)butyricacid;Butanoic acid,2-hydroxy-4-(methylthio)-;2-Hydroxy-4-(methylthio)butyricacid;Alimet;BIOX-A;DL-2-Hydroxy-4-(methylmercapto)butanoic acid;DL-2-Hydroxy-4-(methylmercapto)butyric acid;DL-2-Hydroxy-4-(methylthio)butanoic acid;DL-2-Hydroxy-4-(methylthio)butyricacid;DL-a-Hydroxy-g-methylmercaptobutyric acid;Desmenidol;Desmeninol;HMTBA;Hydan L;MHA acid;MHA-FA;a-Hydroxy-4-(methylthio)butyricacid;a-Hydroxy-g-(methylmercapto)butyric acid;a-Hydroxy-g-(methylthio)butyric acid;g-(Methylmercapto)-a-hydroxybutyric acid;g-(Methylthio)-a-hydroxybutyric acid; |
Article Data | 27 |
2-Hydroxy-4-(methylthio)butanoic acid Synthetic route
- 19444-84-9
3-hydroxyoxolan-2-one
- 5188-07-8
sodium thiomethoxide
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| Stage #1: 3-hydroxyoxolan-2-one; sodium thiomethoxide In N,N-dimethyl-formamide at 153℃; for 3h; Stage #2: With hydrogenchloride; water Product distribution / selectivity; | 100% |
- 17773-41-0
2-hydroxy-4-(methylthio)butyronitrile
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| With potassium phosphate buffer; nitrilase from Alcaligenes faecalis ATCC8750 at 30℃; for 48h; pH=7.3; | 99% |
| Multi-step reaction with 2 steps 1: 83 percent / borax / KCN / H2O / 1.5 h / 80 °C 2: 90 percent / NaOH / H2O / 3 h / Heating View Scheme | |
| Stage #1: 2-hydroxy-4-(methylthio)butyronitrile With sulfuric acid at 65℃; Stage #2: With water |
- 49540-21-8
α-hydroxy-4-methylthiobutyramide
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water for 3h; Heating; | 90% |
| With sulfuric acid; water at 110℃; for 250 - 500h; Product distribution / selectivity; | |
| With sulfuric acid; water at 100 - 105℃; Temperature; |
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 5h; Heating; | 85% |
| Conditions | Yield |
|---|---|
| With triethyl borane at 20℃; UV-irradiation; | 85% |
| Conditions | Yield |
|---|---|
| In water for 1.5h; | 85% |
- 17773-41-0
2-hydroxy-4-(methylthio)butyronitrile
A
- 49540-21-8
α-hydroxy-4-methylthiobutyramide
B
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| With borax; potassium cyanide In water at 80℃; for 1.5h; | A 83% B 8% |
| With sulfuric acid; water at 35 - 112℃; for 1.5 - 3.16667h; Product distribution / selectivity; | |
| With sulfuric acid; water at 40 - 125℃; under 1875.19 Torr; for 2.25h; Product distribution / selectivity; | |
| With sulfuric acid; water at 50 - 110℃; under 12 Torr; Product distribution / selectivity; Continuous process; |
- 74-90-8
hydrogen cyanide
- 3268-49-3
3-(methylsulfenyl)propanal
A
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
B
- 59-51-8
DL-methionine
| Conditions | Yield |
|---|---|
| With cerium(IV) oxide; ammonia In water at 75℃; for 6h; | A 62.1% B 34.9% |
| With cerium(IV) oxide; ammonia In water at 75℃; for 6h; | A 44.3% B 52.6% |
- 1003880-00-9
4-(methylthio)-2-oxo-1-butanol
- 583-91-5
2-hydroxy 4-methylthiobutyric acid
| Conditions | Yield |
|---|---|
| Stage #1: 4-(methylthio)-2-oxo-1-butanol With potassium hydroxide; oxygen; copper diacetate In water at 20℃; for 2h; Stage #2: With sulfuric acid; water | 46% |
| Conditions | Yield |
|---|---|
| With silver(I) nitrite; water |
2-Hydroxy-4-(methylthio)butanoic acid Consensus Reports
Reported in EPA TSCA Inventory.
2-Hydroxy-4-(methylthio)butanoic acid Specification
The 2-Hydroxy-4-(methylthio)butanoic acid, with the CAS registry number 583-91-5,is also known as Desmeninol. It belongs to the product categories of Pharmaceuticals;Isotope Labelled Compounds. This chemical's molecular formula is C5H10O3S and molecular weight is 150.2. Its EINECS number is 209-523-0.What's more,Its systematic name is 2-Hydroxy-4-(methylthio)butanoic acid.It is a light brown liquid which is methionine hydroxy analogue.
Physical properties about 2-Hydroxy-4-(methylthio)butanoic acid are:
(1)ACD/LogP: 0.039; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.25; (4)ACD/LogD (pH 7.4): -3.58; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.529; (13)Molar Refractivity: 36.268 cm3; (14)Molar Volume: 117.547 cm3; (15)Surface Tension: 53.3240013122559 dyne/cm; (16)Density: 1.278 g/cm3; (17)Flash Point: 145.198 °C; (18)Enthalpy of Vaporization: 64.667 kJ/mol; (19)Boiling Point: 316.473 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:O=C(O)C(O)CCSC;
(2)Std. InChI:InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8);
(3)Std. InChIKey:ONFOSYPQQXJWGS-UHFFFAOYSA-N.
Safety Information of 2-Hydroxy-4-(methylthio)butanoic acid:
The 2-Hydroxy-4-(methylthio)butanoic acid is toxic by inhalation, in contact with skin and if swallowed.In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).When you use it ,wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
The toxicity data of 2-Hydroxy-4-(methylthio)butanoic acid:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | 3478mg/kg (3478mg/kg) | Toxicology Letters. Vol. 31(Suppl), Pg. 54, 1986. |
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