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 Propiolactone was first commercially available in the United States in 1958 but then was withdrawn because it was discovered that compound was a human carcinogen.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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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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beta-Propiolactone. | 2002 |
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Effect of beta propiolactone viral inactivation on alpha1 antitrypsin values. | 2002 Sep |
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ß-Propiolactone. | 2004 |
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Augmentation of immune responses to SARS coronavirus by a combination of DNA and whole killed virus vaccines. | 2005 Aug 15 |
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Ru-catalyzed alkene-alkyne coupling. Total synthesis of amphidinolide P. | 2005 Dec 21 |
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Reactivity of lactones and GHB formation. | 2005 Jan 21 |
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Profile of animal bite cases in Pune. | 2005 Mar |
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[The development of mucosal vaccines]. | 2006 Nov 2 |
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Influenza: the virus and prophylaxis with inactivated influenza vaccine in "at risk" groups, including COPD patients. | 2007 |
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Quantification of growth factors in allogenic bone grafts extracted with three different methods. | 2007 |
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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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Ab initio study of the reaction of propionyl (C2H5CO) radical with oxygen (O2). | 2007 Aug 7 |
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Reactivity of indanedioneketene dimer with amines. | 2007 Jan 19 |
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Frequencies of mutagen-induced coincident mitotic recombination at unlinked loci in Saccharomyces cerevisiae. | 2007 Mar 1 |
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Harvesting and concentration of human influenza A virus produced in serum-free mammalian cell culture for the production of vaccines. | 2007 May 1 |
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Enzymatic synthesis of poly(hydroxyalkanoates) in ionic liquids. | 2007 Nov 1 |
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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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Validation of betapropiolactone (BPL) as an inactivant for infectious bovine rhinotracheitis (IBR) virus. | 2008 Dec |
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The mannose receptor mediates dengue virus infection of macrophages. | 2008 Feb 8 |
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Pandemic influenza vaccines - the challenges. | 2009 Dec |
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From where did the 2009 'swine-origin' influenza A virus (H1N1) emerge? | 2009 Nov 24 |
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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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Receptor specificity and transmission of H2N2 subtype viruses isolated from the pandemic of 1957. | 2010 Jun 21 |
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Vaccination with DNA plasmids expressing Gn coupled to C3d or alphavirus replicons expressing gn protects mice against Rift Valley fever virus. | 2010 Jun 22 |
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GMP-grade pneumococcal whole-cell vaccine injected subcutaneously protects mice from nasopharyngeal colonization and fatal aspiration-sepsis. | 2010 Nov 3 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:20:38 GMT 2023
by
admin
on
Fri Dec 15 16:20:38 GMT 2023
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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
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admin on Fri Dec 15 16:20:38 GMT 2023 , Edited by admin on Fri Dec 15 16:20:38 GMT 2023
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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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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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100000081358
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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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Related Record | Type | Details | ||
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ACTIVE MOIETY |