1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine | CAS No. 74258-86-9
1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine
Basic Information
CAS Number
74258-86-9
Molecular Formula
C20H26N2O5S
Molecular Weight
406.5 g/mol
AD
Chemical Classification
Basic Physical Properties
Melting Point
155-156°
Boiling Point
679.1°C at 760 mmHg
Specific Rotation
D25 -81.3° (c = 1.02 in ethanol)
Safety Information
View Safety InformationGHS Hazard Pictograms
H302Hazard Statement
H302
Harmful if swallowed
Acute toxicity, oral
Acute toxicity, oral
Toxicity
LD50 in rats, mice (mg/kg): >5000, >5000 orally; >3000, >3000 s.c.; ~2000, ~3000 i.p. (Iida, pp 7033-40)
Synonyms & References
English
- Q3290792
- CHEMBL2103775
- AKOS015916655
- CHEBI:31182
- Alacepril (JP17/INN)
- NSC-338157
- Alaceprilum [Latin]
- ALACEPRIL [MART.]
- FHHHOYXPRDYHEZ-COXVUDFISA-N
- 219554-02-6
- Cetapril
- ALACEPRIL [JAN]
- ALACEPRIL [INN]
- N-(1-((S)-3-Mercapto-2-methylpropionyl)-L-prolyl)-3-phenyl-L-alanine acetate (ester)
- BRN 3634372
- L-Phenylalanine, N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-L-prolyl)-, (S)-
- X39TL7JDPF
- ALACEPRIL [WHO-DD]
- alacepril
- KS-1321
- N-(2-((S)-3-Acetylthio-2-methylpropionyl)propyl)-3-phenylalanin
- DU-1219
- NSC 338157
- Alacepril [INN:JAN]
- SCHEMBL34559
- 74258-86-9
- DTXSID3048576
- NCGC00182037-01
- 1-[(2S)-3-(acetylthio)-2-methyl-1-oxopropyl]-L-prolyl-L-phenylalanine
- (2S)-2-[[(2S)-1-[(2S)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
- Alaceprilum
MDL Number
MFCD00869538
FAQ
What are the physical and chemical properties of 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine (CAS: 74258-86-9)?
1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine is a crystalline compound with a molecular weight of approximately 431.5 g/mol. It has a low solubility in water (0.03 g/100 mL at 25°C) and moderate solubility in organic solvents like methanol and acetonitrile. The compound is relatively stable under normal conditions but can react with strong bases and acids. It shows high reactivity towards nucleophiles in certain organic reactions.
How is 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine (CAS: 74258-86-9) typically synthesized?
This compound is typically synthesized through a multi-step process involving the coupling of acetylthiomethyl acetate with L-prolyl-L-phenylalanine. Commonly, a coupling reagent like HATU (O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate) is used. The reaction is typically carried out in the presence of a base such as diisopropylethylamine (DIPEA) in an organic solvent like N,N-dimethylformamide (DMF). The yield is generally around 50-60%.
What industries use 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine (CAS: 74258-86-9)?
This compound is primarily used in the pharmaceutical industry for the development of specific drug candidates due to its unique chemical structure. It may also find applications in the polymer and materials science industries, particularly in the synthesis of advanced polymers and sensors. Additionally, it can be used in the semiconductor industry for various specialized applications.
What precautions should be taken when handling 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine (CAS: 74258-86-9)?
When handling 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine, it is essential to wear appropriate Personal Protective Equipment (PPE) such as lab coat, gloves, and safety goggles. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. Spills should be handled using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.
Related Compounds
![N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure](https://static.chemtradehub.com/structs/103/103687-96-3-8086.webp "N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure")
N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine
CAS Number:
103687-96-3
Molecular Formula:
C17H19NO5S
![5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure](https://static.chemtradehub.com/structs/112/112897-99-1-d1f4.webp "5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure")
5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine
CAS Number:
112897-99-1
Molecular Formula:
C30H31N3O7
![(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure](https://static.chemtradehub.com/structs/121/121055-10-5-583d.webp "(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure")
(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile
CAS Number:
121055-10-5
Molecular Formula:
C17H17NO4
![Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure](https://static.chemtradehub.com/structs/126/1263059-26-2-d6da.webp "Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure")
Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate
CAS Number:
1263059-26-2
Molecular Formula:
C8H6ClN3O2
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