propiolattone

Small moleculeapproved

Approved

Jun 12, 1959

Propiolactone (or beta-propiolactone) is a disinfectant used in vapor form to sterilize vaccines, grafts, blood plasma, surgical instruments. It has been used against bacteria, fungi, and virus. Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen. The results have shown the generation of tumors in several tissues and from different administration routes. Propiolactone is a direct-acting alkylating agent that reacts with polynucleotides and DNA, mainly at N7 of guanine and N1 of adenine, to form carboxyethyl derivatives. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1950s

  1. Jun 12, 1959

    Forest Laboratories — Earliest FDA Approval

  2. Jun 12, 1959

    Forest Laboratories — NDA Secondary Org

  3. Jun 12, 1959

    Forest Laboratories — NDA Organization

Indications

Mechanism of action

  • DNACROSS-LINKING AGENT

    DNA cross-linking agent

Approval history

  • approvedJun 12, 1959

Chemistry & pharmacology

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SMILES

O=C1CCO1
Mol. weight
72.0627 g/mol
Lipinski Ro5
Pass
Rule of 3
Yes
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Availability
Discontinued

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 1,3-propiolactone
  • 2-oxetanone
  • betaprone
  • betaprone
  • betaprone
  • betaprone
  • betaprone
  • betaprone
  • beta-propiolactone
  • beta-propiolactone
  • beta-propiolactone
  • hydracrylic acid beta-lactone
  • propanolide
  • propiolactone
  • propiolactone
  • propiolactone
  • propiolactone
  • propiolactone
  • propiolactone
  • propiolattone
  • β-propiolactone
  • β-propiolactone

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
Forest LaboratoriesFor profitNDA2Jun 12, 1959
Forest LaboratoriesFor profitNDAJun 12, 1959