Details
Stereochemistry | ACHIRAL |
Molecular Formula | C3H4O2 |
Molecular Weight | 72.0627 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1CCO1
InChI
InChIKey=VEZXCJBBBCKRPI-UHFFFAOYSA-N
InChI=1S/C3H4O2/c4-3-1-2-5-3/h1-2H2
Molecular Formula | C3H4O2 |
Molecular Weight | 72.0627 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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.
Approval Year
PubMed
Title | Date | PubMed |
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Inactivation of hepatitis viruses and HIV in plasma and plasma derivatives by treatment with beta-propiolactone/UV irradiation. | 1989 |
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A vanadium/aspirin complex controlled release using a poly(beta-propiolactone) film. Effects on osteosarcoma cells. | 2001 |
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Synthesis of poly(2-methyl-3-hydroxyoctanoate) via anionic polymerization of alpha-methyl-beta-pentyl-beta-propiolactone. | 2001 Fall |
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Inactivation of an astrovirus associated with poult enteritis mortality syndrome. | 2001 Jan-Mar |
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[Development of of non-immunising, paraspecific vaccine from attenuated pox viruses: a new type of vaccine]. | 2001 May-Jun |
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Glycidol degrades scrapie mouse prion protein. | 2001 Sep |
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Immunogenicity, safety and lot consistency in adults of a chromatographically purified Vero-cell rabies vaccine: a randomized, double-blind trial with human diploid cell rabies vaccine. | 2001 Sep 14 |
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Long-term follow-up of HIV-1-infected Thai patients immunized with Remune monotherapy. | 2001 Sep-Oct |
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beta-Propiolactone. | 2002 |
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Serine and threonine beta-lactones: a new class of hepatitis A virus 3C cysteine proteinase inhibitors. | 2002 Mar 8 |
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Conformation-dependent reaction thermochemistry: study of lactones and lactone enolates in the gas phase. | 2002 May 8 |
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Inactivated SARS-CoV vaccine prepared from whole virus induces a high level of neutralizing antibodies in BALB/c mice. | 2004 Jun |
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[Direct identification of Ophiogon japonicus (Thunb.)Ker-Gawl. from its confusable varieties by second derivative FTIR spectroscopy combined with statistics]. | 2004 Sep |
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SARS vaccine protective in mice. | 2005 Aug |
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Reactivity of lactones and GHB formation. | 2005 Jan 21 |
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[Development of purified HFRS bivalent vaccine]. | 2005 Mar |
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Modulation of macrophage functions by sheeppox virus provides clues to understand interaction of the virus with host immune system. | 2005 Mar 22 |
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Role of activation function domain-1, DNA binding, and coactivator GRIP1 in the expression of partial agonist activity of glucocorticoid receptor-antagonist complexes. | 2005 Mar 8 |
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Ophiopojaponin D, a new phenylpropanoid glycoside from Ophiopogon japonicus Ker-Gawl. | 2005 Nov |
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[The development of mucosal vaccines]. | 2006 Nov 2 |
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Making a difference on excited-state chemistry by controlling free space within a nanocapsule: photochemistry of 1-(4-alkylphenyl)-3-phenylpropan-2-ones. | 2007 Aug 30 |
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A sensitive cell-based assay for the detection of residual infectious West Nile virus. | 2007 Sep 28 |
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Efficiency of Matricaria chamomilla CH12 and number of doses of rabies vaccine on the humoral immune response in cattle. | 2008 Dec |
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Validation of betapropiolactone (BPL) as an inactivant for infectious bovine rhinotracheitis (IBR) virus. | 2008 Dec |
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Serological response in cattle immunized with inactivated oil and Algel adjuvant vaccines against infectious bovine rhinotracheitis. | 2009 Apr |
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Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone. | 2009 Apr 16 |
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Development of a potent inhibitor of 2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. | 2009 Jan |
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Poly(lactide-co-glycolide) microspheres: a potent oral delivery system to elicit systemic immune response against inactivated rabies virus. | 2009 Mar 26 |
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Induction of cell-cell fusion by ectromelia virus is not inhibited by its fusion inhibitory complex. | 2009 Sep 29 |
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GMP-grade pneumococcal whole-cell vaccine injected subcutaneously protects mice from nasopharyngeal colonization and fatal aspiration-sepsis. | 2010 Nov 3 |
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Hemagglutinin displayed baculovirus protects against highly pathogenic influenza. | 2010 Oct 4 |
|
Retrospective analysis of suspected rabies cases reported at bugando referral hospital, mwanza, Tanzania. | 2010 Sep |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 19:56:07 UTC 2022
by
admin
on
Fri Dec 16 19:56:07 UTC 2022
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Record UNII |
6RC3ZT4HB0
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C45187
Created by
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IARC | beta-Propiolactone | ||
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NCI_THESAURUS |
C606
Created by
admin on Fri Dec 16 19:56:07 UTC 2022 , Edited by admin on Fri Dec 16 19:56:07 UTC 2022
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Code System | Code | Type | Description | ||
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BETA-PROPIOLACTONE
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21626
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DTXSID8021197
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3495
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D011420
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1311565
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PRIMARY | RxNorm | ||
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6RC3ZT4HB0
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6RC3ZT4HB0
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49073
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SUB10109MIG
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811
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1749
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M9204
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PRIMARY | Merck Index | ||
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2365
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DB09348
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200-340-1
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CHEMBL1200627
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57-57-8
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C44339
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