Chemicals and Drugs

Tosylphenylalanyl Chloromethyl Ketone

An inhibitor of Serine Endopeptidases. Acts as alkylating agent and is known to interfere with the translation process.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An inhibitor of Serine Endopeptidases. Acts as alkylating agent and is known to interfere with the translation process.

Chemical Identity

Chemical Information

Molecular Formula
C17H18ClNO3S
Molecular Weight
351.8 g/mol
CAS Registry No.
402-71-1
IUPAC Name
N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide
InChIKey
MQUQNUAYKLCRME-INIZCTEOSA-N
SMILES
CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CC2=CC=CC=C2)C(=O)CCl
MeSH Unique ID
D014108
Source
PubChem CID 439647

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

6 entry terms
  • Chlorophenyltosylamidobutanone
  • TPCK
  • Tosylphenylalanyl Chloromethane
  • Chloromethane, Tosylphenylalanyl
  • Chloromethyl Ketone, Tosylphenylalanyl
  • Ketone, Tosylphenylalanyl Chloromethyl

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

91(75); was see under AMINO ACID CHLOROMETHYL KETONES 1977-90; was see under PHENYLALANINE 1975-76

MeSH Record

Previous Indexing

  • Chlorine (1974)
  • Phenylalanine (1972-1974)
  • Tosyl Compounds (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.884w.060.936w
  2. D02w.455w.426w.559w.389.085.936w
  3. D02w.455w.426w.559w.389.832w.710w
  4. D02w.886w.590w.700w.090.936w
  5. D02w.886w.590w.887.660w
  6. D12.125w.065.930w

AMA Style

References

  1. National Library of Medicine. Tosylphenylalanyl Chloromethyl Ketone. Medical Subject Headings (MeSH). 2026. Unique ID D014108. http://id.nlm.nih.gov/mesh/2026/D014108
  2. Tosylphenylalanyl Chloromethyl Ketone. In: Wikipedia. https://en.wikipedia.org/wiki/Tosyl_phenylalanyl_chloromethyl_ketone
  3. Tosylphenylalanyl Chloromethyl Ketone. In: Wikidata. https://www.wikidata.org/wiki/Q7827912
  4. Tosylphenylalanyl Chloromethyl Ketone. In: PubChem Compound. CID 439647. https://pubchem.ncbi.nlm.nih.gov/compound/439647