ChemicalBook > CAS DataBase List > Homocystine

Homocystine

Product Name: Homocystine
CAS No.: 462-10-2
Chemical Name: Homocystine
Synonyms: DL-HOMOCYSTINE;HOMOCYSTINE;Homocystine USP/EP/BP;Product NameL-homocystine Synonyms;4,4'-dithiobis[2-aminobutyric] acid;L-4,4'-Dithiobis(2-aminobutyric acid);4,4'-dithiobis[2-amino-Butanoic acid];Butanoic acid, 4,4'-dithiobis[2-amino-;4,4'-Disulfanediylbis(2-aMinobutanoic acid);4,4’-Disulfanediylbis(2-aminobutanoic Acid)
CBNumber: CB3506048
Molecular Formula: C8H16N2O4S2
Formula Weight: 268.35
MOL File: 462-10-2.mol

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Homocystine Property

Melting point:: 281-284°C (dec.)
alpha: 77 º (c=1%,1N HCl)
Boiling point:: 507.6±50.0 °C(Predicted)
Density: 1.443±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Aqueous Acid (Slightly). Aqueous Base (Slightly)
form: Solid
pka: 1.90±0.10(Predicted)
color: White to Off-White
optical activity: 1.3°(C=0.01g/mL, H2O, 20°C, 589nm)

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Safety

Safety Statements: 22-24/25
HS Code: 2930909899

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: H591305
Product name: Dl-homocystine
Packaging: 1g
Price: $75
Updated: 2021/12/16

Usbiological

Product number: 279871
Product name: L-Homocystine
Packaging: 1g
Price: $373
Updated: 2021/12/16

Matrix Scientific

Product number: 074962
Product name: DL-Homocystine
Purity: 95+%
Packaging: 5g
Price: $35
Updated: 2021/12/16

Matrix Scientific

Product number: 074962
Product name: DL-Homocystine
Purity: 95+%
Packaging: 10g
Price: $50
Updated: 2021/12/16

ApexBio Technology

Product number: B7897
Product name: L-homocystine
Packaging: 100mg
Price: $50
Updated: 2021/12/16

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Homocystine Chemical Properties,Usage,Production

Uses

DL-Homocystine is used in the synthesis of potential antitumor agents through inhibition of L-asparagine. There is growing clinical evidence that elevated homocysteine levels are associated with an increased risk of venous and arterial thrombosis.

Definition

ChEBI: An organic disulfide obtained by oxidative dimerisation of homocysteine.

Synthesis

59-51-8

462-10-2

The general procedure for the synthesis of 4,4'-dithiobis(2-aminobutyric acid) from DL-methionine was as follows: D,L-methionine (40 g, 0.268 mol) was placed in a 2 L Erlenmeyer flask, which was equipped with a Claisen fitting, a dry ice condenser, a glass-coated magnetic stirrer, and potassium hydroxide tubes at the inlet and outlet. First, the device was vigorously flushed with dry ammonia. After approximately 1 L of ammonia had condensed, the gas delivery tube was removed and sealed with a frosted glass plug. Subsequently, 3.1 equivalents of sodium (18.5 g, 0.8 mol) were added in small portions over a period of 2 h until the dark blue color of the reaction mixture persisted for at least 20 min. A small amount of ammonium chloride was added to quench the excess sodium, causing the solution to fade. Stirring was stopped and the reaction mixture was cooled and the ammonia was allowed to evaporate naturally at room temperature overnight. A white solid with a typical homocysteine odor was dissolved in 400 mL of water and the solution was acidified by slow dropwise addition of 2 M HCl until the pH reached 4-5. The flask was placed in an ice bath and 30% H2O2 (28 mL) was added dropwise with stirring. Precipitation of the product began within a few minutes after addition of all the hydrogen peroxide. Stirring was continued and cooled for 5 hours. Subsequently, crystals were collected using a Brinell funnel, washed with 500mL of water, frozen and lyophilized at 80°C. Yield: 29.6g (82%). The product is a white solid with a melting point of 260-280°C (decomposition, literature value 260-265°C decomposition). Elemental analysis calculated values (C8H16N2O4S2, 268.35): C 35.81%, H 6.01%, N 10.44%; measured values: C 35.84%, H 6.14%, N 10.18%. Thin-layer chromatography Rf = 0.40 (solvent system S5). 1H NMR (600 MHz, D2O + NaOD): δ= 3.33 (m, 2H, 2×N-CH), 3046 s (OH); 1659 (C=O); 1600 vs, 1412 vs (COO-); 2609 m, 1573 s, 1531 m (NH+). High-resolution mass spectrometry (ESI) calculated value C8H17O4N2S2 [M+H]+ 269.06242, measured value: 269.06247.

Purification Methods

dl-Homocystine crystallises in platelets from water with 1H2O and m 258-260o(dec), all operations should be carried out under N2. [Sudo J Chem Soc Jpn (Pure Chem Sect) 79 81, 86, 87 1958, Beilstein 4 IV 3199.]

References

[1] European Journal of Medicinal Chemistry, 2013, vol. 65, p. 256 - 275
[2] Journal of Biological Chemistry, 1932, vol. 97, p. XXI
[3] Journal of Biological Chemistry, 1954, vol. 207, p. 97
[4] Journal of Biological Chemistry, 1934, vol. 105, p. 482
[5] Journal of Biological Chemistry, 1932, vol. 99, p. 135,140

Homocystine Preparation Products And Raw materials

Raw materials

Preparation Products

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462-10-2, HomocystineRelated Search:

DL-3-Aminobutyric acid Indole-3-butyric acid DL-2-Aminobutyric acid L(+)-2-Aminobutyric acid N-Acetyl-L-cysteine 4-Aminobutyric acid Selenium sulfide D-2-Aminobutyric acid DL-Homocysteine L-Cysteine L-Cystine DL-Homoserine DL-Methionine DL-Alanine Cyproterone acetate 3-CARBOXYPROPYL DISULFIDE L-HOMOCYSTEINE THIOLACTONE HYDROCHLORIDE L-Homocystine,L-homocystine cell culture tested

2-ammonio-4-[(3-ammonio-3-carboxylatopropyl)disulfanyl]butanoate

4,4'-Disulfanediylbis(2-aMinobutanoic acid)

Product NameL-homocystine Synonyms

4,4'-dithiobis[2-aminobutyric] acid

4,4'-dithiobis[2-amino-Butanoic acid]

L-4,4'-Dithiobis(2-aminobutyric acid)

Butanoic acid, 4,4'-dithiobis[2-amino-

DL-HOMOCYSTINE

HOMOCYSTINE

Homocystine USP/EP/BP

Inhibitor,4,4' Disulfanediylbis(2 aminobutanoic acid),Endogenous Metabolite,4,4'Disulfanediylbis(2aminobutanoic acid),inhibit

4,4’-Disulfanediylbis(2-aminobutanoic Acid)

2-Amino-4-[(3-amino-4-hydroxy-4-oxo-butyl)disulfanyl]butanoic acid

462-10-2