CAS 184901-82-4

L-Alaninamide, L-alanyl-N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-, mono(trifluoroacetate)

Description:

L-Alaninamide, L-alanyl-N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-, mono(trifluoroacetate) is a chemical compound characterized by its specific structural features and functional groups. It contains an alanine-derived amide, which contributes to its potential biological activity, particularly in pharmaceutical applications. The presence of a chloro group and a ketone functionality indicates that it may exhibit reactivity typical of such groups, potentially influencing its interaction with biological targets. The trifluoroacetate moiety suggests that the compound may have enhanced solubility and stability in certain solvents, which can be advantageous for its use in various chemical reactions or biological assays. Additionally, the phenylmethyl group may provide hydrophobic characteristics, influencing the compound's overall lipophilicity and permeability. Overall, this compound's unique combination of functional groups and structural elements positions it as a candidate for further investigation in medicinal chemistry and related fields.

Formula: C₁₈H₂₃ClF₃N₃O₅

InChI: InChI=1/C16H22ClN3O3/c1-10(18)15(22)20-16(23)11(2)19-13(14(21)9-17)8-12-6-4-3-5-7-12/h3-7,10-11,13,19H,8-9,18H2,1-2H3,(H,20,22,23)/t10-,11-,13-/m0/s1

InChI key: InChIKey=ZFZXFWAYCYJFIZ-SQRKDXEHSA-N

SMILES: [C@@H](CC1=CC=CC=C1)(NC([C@@H](NC([C@H](C)N)=O)C)=O)C(CCl)=O.C(C(O)=O)(F)(F)F

Synonyms:

• (2S)-2-amino-N-[(2S)-2-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]amino}propanoyl]propanamide (non-preferred name)
• (L-Alanyl-L-Alanyl-L-Phenylalanyl)Chloromethane Trifluoroacetate
• <span class="text-smallcaps">L</smallcap>-Alaninamide, <smallcap>L</span>-alanyl-N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-, mono(trifluoroacetate)
• <span class="text-smallcaps">L</smallcap>-Alaninamide, <smallcap>L</span>-alanyl-N-[3-chloro-2-oxo-1-(phenylmethyl)propyl]-, (S)-, mono(trifluoroacetate)
• Aaf-Cmk Tfa
• Aaf-Cmk Trifluoroacetate
• Ala-Ala-Phe-Ch2Cl Trifluoroacetate
• H-Aaf-Cmk, Tfa
• H-Ala-Ala-Phe-Chloromethylketone Tfa
• H-Ala-Ala-Phe-Cmk Tfa
• L-Alaninamide, L-alanyl-N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-, mono(trifluoroacetate)
• L-Alaninamide, L-alanyl-N-[3-chloro-2-oxo-1-(phenylmethyl)propyl]-, (S)-, mono(trifluoroacetate)
• ALA-ALA-PHE-CMK TFA
• ALA-ALA-PHE-CMK;(L-ALANYL-L-ALANYL-L-PHENYLALANYL)CHLOROMETHANE TRIFLUOROACETATE;H-AAF-CMK, TFA;H-ALA-ALA-PHE-CMK TFA;H-ALA-ALA-PHE-CHLOROMETHYLKETONE TFA;AAF-CMK TRIFLUOROACETATE;AAF-CMK TFA;ALA-ALA-PHE-CH2CL TRIFLUOROACETATE;ALA-ALA-PHE-CHLOROMETHYLKETONE TFA
• TRIPEPTIDYLPEPTIDASE II INHIBITOR
• ALA-ALA-PHE-CHLOROMETHYLKETONE TFA
• Tripeptidylpeptidase Inhibitor
• H-Ala-Ala-Phe-chloromethylketone
• AAF-CMK (trifluoroacetate salt)
• ALA-ALA-PHE-CMK;(L-ALANYL-L-ALANYL-L-PHENYLALANYL)CHLOROMETHANE TRIFLUOROACETATE;H-AAF-CMK, TFA;H-ALA-ALA-PHE-CMK TFA;H-ALA-ALA-PHE-CHLOROMETHYLKETONE TFA;AAF-CMK TRIFLUOROACETATE;AAF-CMK TFA;ALA-ALA-PHE-CH2CL TRIFLUOROACETATE;ALA-ALA-PHE-CHLOROMETHYLKETO
• Ala-Ala-Phe-chloromethyl ketone trifluoroacetate
• ALA-ALA-PHE-CHLOROMETHYLKETO
• AAF-CMK

H-Ala-Ala-Phe-chloromethylketone · TFA

CAS: 184901-82-4

AAF-CMK, serine protease inhibitor. For tripeptidyl peptidase I (E.C. 3.4.14.9) a Ki value of 63 nM has been reported.

Formula: C₁₆H₂₂ClN₃O₃·C₂HF₃O₂

Purity: > 95%

Color and Shape: Whitish Powder

Molecular weight: 453.85

Ref: 01-4008089

AAF-CMK (trifluoroacetate salt)

CAS: 184901-82-4

TPPII, a serine peptidase, cleaves tripeptides from oligopeptides. AAF-CMK irreversibly inhibits TPPII at 10-100 μM, sparing proteasome activity.

Formula: C₁₈H₂₃ClF₃N₃O₅

Color and Shape: Solid

Molecular weight: 453.84

Ref: TM-T36338