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Azirines

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Definition: Unsaturated azacyclopropane compounds that are three-membered heterocycles of a nitrogen and two carbon atoms.  AZACYCLOPROPANES, SATURATED see AZIRIDINES is available   
Examples Aziridines; Mitomycins 		Other names Unsaturated Azacyclopropanes; Azacyclopropanes, Unsaturated
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
N-(diazirino(1,3-f)phenanthridin-4-ylmethyl)-N-isobutylpentanamide  0   *Azirines *Phenanthridines. J Pharm Biomed Anal 2011 Aug 25;56(1):16-22
3-(1,1-difluoroprop-2-ynyl)-3H-diazirin-3-yl  0   *Azirines *Hydrocarbons, Fluorinated. Bioorg Med Chem. 2009 Aug 1;17(15):5388-95
(3-trifluoromethyl) phenyldiazirine  0   *Azirines. Chem Pharm Bull (Tokyo) 2007 Oct;55(10):1540-3
methyl 2-chloro-3-methyl-2H-azirine 2-carboxylate  0   *Azirines Esters. J Phys Chem A. 2006 Jul 6;110(26):8081-92
3-(4-(1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazolo))-3-(trifluoromethyl)diazirine  0   *Azirines *Pyrazoles. J Org Chem. 2003 Oct 17;68(21):8075-9
4-((3-trifluoromethyl)-3H-diazirin-3-yl)benzoylcholine  0   *Azirines Choline/*analogs & derivatives Receptors, Nicotinic/antagonists & inhibitors. Biochemistry 2003 Jan 21;42(2):271-83
phenyl-3-trifluoromethyldiazirine  0   *Azirines. Chem Pharm Bull (Tokyo) 2002 Jul;50(7):1004-6
1-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzamido)-3-O-(4,4'- dimethoxytrityl)-2,3-propanediol phosphoramidite  0   *Azirines *Propylene Glycols. Bioorg Khim 2002 Jul-Aug;28(4):324-31
2-azi-2-deoxy-arabino-hexitol  0   *Azirines Arabinose/*analogs & derivatives. J Am Chem Soc 2002 Jun 19;124(24):6812-3
TBL(4)K compound  0   *Azirines Biotin/*analogs & derivatives. Science 2002 Jun 21;296(5576):2215-8
3-trifluoromethyldiazirin-3-yl galactopyranoside  0   *Azirines *Galactosides. Bioorg Med Chem Lett 2000 May 15;10(10):1125-7
3,3'-(1,5-pentanediylbis(oxy-4,1-phenylene))bis(3-chloro-3H-diazirine)  0   *Azirines. J Parasitol 2000 Feb;86(1):117-80
3-(2-hydroxyethyl)-3-n-pentyldiazirine  0   *Octanols *Azirines. J Med Chem 1999 Aug 26;42(17):3300-7
(trifluoromethyl)diazirinylpyridaben  0   *Azirines *Pyridazines Tritium Photoaffinity Labels. Proc Natl Acad Sci U S A 1999 Mar 30;96(7):4149-53
L 745310  0   *Azirines *Quinolines. Bioorg Med Chem 1998 Jan;6(1):63-72
4-((4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)carboxamido)benzoic acid  0   *Azirines *Benzamides. Biol Pharm Bull 1997 Aug;20(8):913-6
4-((3-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)carboxamido)benzoic acid  0   *Azirines *Benzamides. Biol Pharm Bull 1997 Aug;20(8):913-6
2'-deoxy-5-(4-(3-trifluoromethyl-3H-diazirin-3-yl)styryl)uridine  0   *Azirines Uridine/*analogs & derivatives. Nucleic Acids Res 1997 Jun 15;25(12):2352-8
4-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenethoxy)quinazoline  173219-33-5   *Azirines *Quinazolines. Chem Res Toxicol 1996 Mar;9(2):445-50
2',3'-dideoxy-5-(4-(3-trifluoromethyl-3H-diazirin-3-yl)styryl)uridine triphosphate  0   *Azirines *Deoxyuracil Nucleotides *Dideoxynucleotides. Nucleic Acids Res 1996 Sep 1;24(17):3364-9
3-trifluoromethyl-3-(3-iodophenyl)diazirineceramide  0   *Azirines *Ceramides. Proc Natl Acad Sci U S A 1996 Jul 9;93(14):6959-63
antazirine  170554-75-3   *Azirines. J Nat Prod 1995 Sep;58(9):1463-6
dysidazirine  113507-74-7   *Azirines. J Nat Prod 1995 Sep;58(9):1463-6
diazirine-Ice T  0   *Azirines *Imidazoles. Insect Biochem Mol Biol 1995 Jun;25(6):713-9
3-(trifluoromethyl)-3-(3-isothiocyanophenyl)diazirine  0   *Azirines. Biotechnol Appl Biochem 1994 Oct;20(Pt 2):251-63
1-palmitoyl-2-(decanedioyl mono-(2-iodo-4-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl)ester)glycero-3-phosphocholine  156996-76-8   *Azirines *Phosphatidylcholines Iodine Radioisotopes. J Biol Chem 1994 Jul 15;269(28):18353-8
hexestrol diazirine  153145-01-8   *Azirines Hexestrol/*analogs & derivatives. Bioconjug Chem 1994 Mar-Apr;5(2):141-50
N-(2-(3-(trifluoromethyl)diazirin-3-yl)phenyl)-4-maleimidobutyramide  151077-62-2   *Azirines *Maleimides. Bioconjug Chem 1993 Nov-Dec;4(6):528-36
SDZ 212-122  124824-01-7   *Azirines *Cyclosporins. Biochem Biophys Res Commun 1993 Aug 16;194(3):1074-83
3-(4-tolyl)-3-(trifluoromethyl)diazirine  87736-85-4   *Azirines. Bioconjug Chem 1991 Sep-Oct;2(5):337-41
11-3-diazirinophenoxyundecanoate  84061-77-8   *Azirines *Fatty Acids, Nonesterified. J Biol Chem 1991;266(33):22621
diphosphatidylethanolamine trifluoromethylphenyl diazirine  0   *Azirines *Phosphatidylethanolamines. J Biol Chem 1991;266(27):18404
N'-(1,2-dimyristoyl-sn-glycero-3-phosphoethyl)-N-(3-(3-trifluoromethyl)diazirine)phenylthiourea  137043-97-1   *Azirines *Phospholipids. Biochim Biophys Acta 1991;1066(2):144
diazipine  135330-18-6   *Azirines *Dihydropyridines. FEBS Lett 1991;283(2):259
methyl 3-methoxy-2-(4-(3-trifluoro-3-diazirinyl)benzoyloxyphenyl)propenoate  125808-18-6   *Acrylates *Azirines. Biochim Biophys Acta 1990;1015(1):109
4-(3-trifluoromethyldiazino)benzoylhydrazone-oxidized GTP  0   *Azirines Guanosine Triphosphate/*analogs & derivatives. FEBS Lett 1989;244(2):323
4-(3-trifluoromethyldiazirino)benzoic acid  85559-46-2   *Azirines. J Cell Biol 1987;104(2):201
N-(4-(3-chlorodiazirin-3-yl)benzoyl)glycine  104745-67-7   *Azirines. Photochem Photobiol 1986;43(6):601
1-palmitoyl-2-(10-(4-((trifluoro-methyl)diazirinyl)phenyl)-9-oxaundecanoyl)-sn-glycero-3-phosphocholine  124199-66-2   *Azirines *Phosphatidylcholines. J Biol Chem 1986;261(15):6912
3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)alanine  95758-95-5   *Azirines Phenylalanine/*analogs & derivatives. Anal Biochem 1985;144(1):132
1-palmitoyl-2-(10-(4-((trifluoromethyl)diazirinyl)phenyl)-8-oxadecanoyl)-sn-glycero-3-phosphocholine  86013-84-5   *Azirines *Phosphatidylcholines. Biochemistry 1983;22(16):3812
1-(2-(3-trifluoromethyldiazirino)benzoyl)-3,3-dimethyl-6-hydroxy-7-(2-cyano-3-iodoindol-4-yloxy)-1,4-diazaheptane  85559-48-4 Benzamide, N-(2-((3-((2-cyano-3-(iodo-125I)-1H-indol-4-yl)oxy)-2-hydroxypropyl)amino)-2-methylpropyl)-4-(3-(trifluoromethyl)-3H-diazirin-3-yl)  *Azirines. Biochim Biophys Acta 1983;729(2):219
3-hydroxyphenyl-3H-diazirine  80863-10-1 Phenol, 3-(3H-diazirin-3-yl)  *Azirines. J Biol Chem 1982;257(24):14586
metepa  57-39-6   *Azirines. Rocz Panstw Zakl Hig 1982;33(3):215
3-diazirinophenylretinal  83374-72-5 2,4,6,8-Nonatetraenal, 9-(3-(3H-diazirin-3-yl)phenyl)-3,7-dimethyl-, (all-E)  *Azirines Retinaldehyde/*analogs & derivatives. J Biol Chem 1982;257(22):13616
pentazirinocyclodiphosphathiazene  77680-87-6 1H-1,2,4,6,3,5-Thiatriazadiphosphorine, 1,3,3,5,5-pentakis(1-aziridinyl)-3,3,5,5-tetrahydro-, 1-oxide  *Azirines. J Chromatogr 1982;230(1):188
3-(trifluoromethyl)-3-(3-iodophenyl)diazirine  81340-56-9 3H-Diazirine, 3-(3-iodophenyl)-3-(trifluoromethyl)  *Azirines.
Pharma Action Cross-Linking Reagents ; Nicotinic Antagonists ; Photoaffinity Labels 		Biochemistry 1981;20(25):7174
azetepa  125-45-1 Phosphinic amide, P,P-bis(1-aziridinyl)-N-ethyl-N-1,3,4-thiadiazol-2-yl  *Azirines.
3-trifluoromethyl-3-phenyldiazirine  0   *Azirines. J Biol Chem 1980;255(8):3313-29
azacyclopropenylidenimine  43142-29-6 1-azirine-3-imine  *Azirines. J Theoret Biol 56(1):111;1976
N-acetylethyleneimine  460-07-1   *Azirines. Lab Pract 24(6):404;1975

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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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