4134-56-9

Basic information

• Product Name: S-Butyl-D-cysteine
• Synonyms: S-BUTYL-D-CYSTEINE;(R)-2-Amino-3-(S-butylthio)propanoic acid
• CAS NO: 4134-56-9
• Molecular Formula: C₇H₁₅NO₂S
• Molecular Weight: 177.26
• Product Categories: Amino Acids
• Mol File: 4134-56-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 267.6 °C at 760 mmHg
• Flash Point: 115.6 °C
• Appearance: /
• Density: 1.092 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: S-Butyl-D-cysteine(CAS DataBase Reference)
• NIST Chemistry Reference: S-Butyl-D-cysteine(4134-56-9)
• EPA Substance Registry System: S-Butyl-D-cysteine(4134-56-9)

Safety Data

• Hazardous Substances Data: 4134-56-9(Hazardous Substances Data)

Usage

General Description

S-Butyl-D-cysteine is a chemical compound classified as a synthetic amino acid derivative. It is a derivative of the natural amino acid cysteine, and its structure includes a butyl group attached to the sulfur atom of the cysteine molecule. S-Butyl-D-cysteine has potential applications in the development of pharmaceuticals and biologically active compounds due to its unique structure and properties. S-Butyl-D-cysteine may also be studied for its potential role in human health and disease, particularly in the context of oxidative stress and antioxidant activity. Research on this compound may contribute to a greater understanding of its potential therapeutic benefits and could lead to the development of new drugs and treatments in the future.

InChI:InChI=1/C7H15NO2S/c1-3-5(2)8-6(4-11)7(9)10/h5-6,8,11H,3-4H2,1-2H3,(H,9,10)/t5?,6-/m0/s1

Upstream product

• 109-65-9 1-bromo-butane 
• 52-90-4 L-Cysteine 
• 109-69-3 n-Butyl chloride 
• 67194-09-6 Boc-Cys(Buⁿ) 
• 542-69-8 1-iodo-butane 
• 52-89-1 l-cysteine hydrochloride 
• 109-79-5 n-butanethiol 
• 19216-62-7 S-n-Butyl-N-acetyl-L-cysteine 

Downstream Products

• 20702-80-1 (+)S-butyl-L-cysteine sulfoxide 
• 19216-62-7 S-n-Butyl-N-acetyl-L-cysteine 
• 110949-60-5 (R)-3-Butylsulfanyl-2-(2-mercaptomethyl-3-phenyl-propionylamino)-propionic acid 
• 110949-51-4 (R)-2-(2-Benzoylsulfanylmethyl-3-phenyl-propionylamino)-3-butylsulfanyl-propionic acid 

Relevant articles and documents

Subtype-Specific Agonists for NMDA Receptor Glycine Binding Sites

A series of analogues based on serine as lead structure were designed, and their agonist activities were evaluated at recombinant NMDA receptor subtypes (GluN1/2A-D) using two-electrode voltage-clamp (TEVC) electrophysiology. Pronounced variation in subunit-selectivity, potency, and agonist efficacy was observed in a manner that was dependent on the GluN2 subunit in the NMDA receptor. In particular, compounds 15a and 16a are potent GluN2C-specific superagonists at the GluN1 subunit with agonist efficacies of 398% and 308% compared to glycine. This study demonstrates that subunit-selectivity among glycine site NMDA receptor agonists can be achieved and suggests that glycine-site agonists can be developed as pharmacological tool compounds to study GluN2C-specific effects in NMDA receptor-mediated neurotransmission.

Method Of Synthesizing S-Allyl-Cysteine Analogues And Their Therapeutic Application In Treating Myocardial Infarction

A pharmaceutical composition and methods of producing and application of the composition for treating myocardial infarction of a subject are disclosed. The pharmaceutical composition comprises a therapeutically effective amount of at least one synthesized compound selected from the group consisting of SEC, SPC, SBC, SPEC, SAC, SAMC, and SPRC, and a pharmaceutically acceptable carrier.

Asymmetric synthesis of S-alkyl-substituted (R)-cysteines via a chiral NiII complex of the Schiff's base of dehydroalanine with (S)-2-N-(N-benzylprolyl)aminobenzophenone

An efficient procedure was developed for the asymmetric synthesis of S-alkyl derivatives of (R)-cysteine by nucleophilic addition of alkanethiols (BunSH, ButSH, or tert-C5H11SH) to the C=C bond of the dehydroalanine fragment in the Ni11 complex of the Schiff's base of Δ-Ala with (S)-2-N-(N-benzylprolyl)aminobenzophenone [(S)-BPB-Δ-Ala]Ni11. Under conditions of thermodynamic control of the reaction, the diastereomeric excess of the complexes with the (S,R)-configuration was 88 - 96%. After decomposition of the complexes, (R)-S-butylcysteine, (R)-S-tert-butylcysteine, and (R)-S-tert-pentylcysteine were isolated with an enantiomeric purity of >97%.