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4-Chloro-7-nitrobenzofurazan

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Definition: A benzofuran derivative used as a protein reagent since the terminal N-NBD-protein conjugate possesses interesting fluorescence and spectral properties. It has also been used as a covalent inhibitor of both beef heart mitochondrial ATPase and bacterial ATPase.     
Pharmacological Action Enzyme Inhibitors; Indicators and Reagents 		Other names NBD Chloride; Chloronitrobenzoxadiazole; NBF Cl; Chloride, Nitrobenzoxadiazole; 7 Chloro 4 nitrobenzofurazan; Chloride, NBD; 4 Chloro 7 nitrobenzofurazan; Nitrobenzoxadiazole Chloride; NBF-Cl; 7-Chloro-4-nitrobenzofurazan
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
N1-(3-(dimethylamino)propyl)-N1,N3-dimethyl-N3-(7-nitro-benzo(1,2,5)oxadiazol-4-yl)-1,3-propanediamine  0   *Propylamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Anal Biochem 2010 Dec 1;407(1):44-51
(7-nitrobenzo(1,2,5)oxadiazol-4-yl)-(3-(dimethylamino)propyl)methylamine  0   *Propylamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Anal Biochem 2010 Dec 1;407(1):44-51
2-(6-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)hexanoyl-1-hexadecanoylglycero-3-phosphocholine  0   *Phosphatidylcholines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Lipids 2010 Jun;45(6):465-77
3-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-3-toluene  0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Cytometry A 2010 Feb;77(2):113-20
N-(5-isothiocyanato-2-phenylindol-3-ylglyoxyl)-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)-1,6-diaminohexane  0   *Isothiocyanates 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Med Chem 2010 May 27;53(10):4085-93
10,14-dihydroxy-9,11,13,13-tetramethyl-2-(1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl)-5-(7-nitro-benzo(1,2,5)oxadiazol-4-yl)-1-oxa-5-aza-cyclohexadecane-12,16-dione  0   *Epothilones 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Chembiochem 2009 Oct 12;10(15):2513-21
Nalpha-nitroveratryloxycarbonylamino-N-epsilon-6-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)hexanoyllysine cyanomethyl ester  0   Lysine/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Amino Acids 2009 Feb;36(2):203-7
3,7,11-trimethyl-12-(7-nitrobenzo(1,2,5)oxadiazo-4-ylamino)dodeca-2,6,10-trien-1-yl pyrophosphate  0   *Diphosphates 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Nat Protoc 2007;2(11):2704-11
1-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-1-deoxyfructose  0   Fructose/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Bioconjug Chem 2007 May-Jun;18(3):628-34
2,5,7,8-tetramethylchroman-2-(9-(7-nitrobenz(1,2,5)oxadiazol-4-ylamino)nonyl)chroman-6-ol  0   *Tocopherols 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochemistry 2006 Jan 31;45(4):1075-81
4-nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole  0   *Pyrrolidines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Chromatogr Sci 2005 Mar;43(3):121-5
12-((7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)dodecanoic acid  0   *Lauric Acids 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochimie 2003 Dec;85(12):1245-56
4-N-(4-N'-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole  0   *Piperazines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Chromatogr A 2003 Sep 5;1011(1-2):193-201
N-(7-nitrobenzoxa-2,3-diazol-4-yl)hexadecylamine  0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochem Biophys Res Commun 2002 Aug 23;296(3):596-603
C12-NBD-ceramide  0   *Ceramides 4-Chloro-7-nitrobenzofurazan. J Biochem (Tokyo) 1999 Apr 1;125(4):746-9
25-(N-((7-nitrobenz-2-oxa-1,3-diazol-4-yl)methyl)amino)-27-norcholesterol  0   Cholesterol/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biophys J 1998 Oct;75(4):1915-25
2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose  0   Deoxyglucose/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochim Biophys Acta 1996 Feb 9;1289(1):5
N-(6-N--(7-nitrobenz-2-oxa-1,3-diazol-4-yl)aminohexanoyl)-1-O-methylsphingosine  0   *Ceramides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Eur J Cell Biol 1995 Oct;68(2):113-21
N-(6-N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)aminohexanoyl)-3-O-methylsphingosine  0   *Ceramides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Eur J Cell Biol 1995 Oct;68(2):113-21
5-methyl 3-(6-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)hexyl 1,4-dihydro-2,6-dimethyl-4-(2-trifluoromethyl)phenyl-3,5-pyridinedicarboxylate  0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Nitrendipine/*analogs & derivatives. Hypertension 1995 Apr;25(4 Pt 2):731-4
1-palmitoyl-2-(6-((7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)caproyl)glycero-3-phosphoserine  0   *Phosphatidylserines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Cell Biol 1995 Mar;128(5):793-804
1-oleoyl-2-hexanoyl-NBD-glycerol  155581-64-9   *Diglycerides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Chem Phys Lipids 1994 Jan;69(1):75-85
1-oleoyl-2-((N-(7-(nitro)-2,1,3-benzoxadiazol-4-yl)amino)hexanoyl)glycero-3-phosphate  0   *Phosphatidic Acids 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochemistry 1994 Apr 19;33(15):4517-20
N(6)-(7-nitro-2,1,3-benzoxadiazol-4-yl)aminohexanoyl-1-phosphatidic acid  0   *Phosphatidic Acids 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1994 Jan 21;269(3):1763-9
N-(N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-epsilon-aminohexanoyl)sphingosylphosphorylcholine  94885-04-8   *Sphingomyelins 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Cell Biol 1993 Jun;121(6):1257-69
4-nitrobenzo-2-oxa-1,3-diazol-octreotide  0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Octreotide/*analogs & derivatives. Br J Pharmacol 1993 Feb;108(2):298-303
NBD-cerebroside  0   *Cerebrosides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Lipids 1992 Dec;27(12):1052-4
4-(N,N-dihexadecyl)amino-7-nitrobenz-2-oxa-1,3-diazole  117056-66-3   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biomed Chromatogr 1992 Sep-Oct;6(5):227-30
1-acyl-2-(12-((7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)dodecanoyl)phosphatidylcholine  0   *Phosphatidylcholines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochim Biophys Acta 1992 Dec 9;1112(2):259-65
7-nitrobenz-2-oxa-1,3-diazol-4-yl dodecanoate  0   *Lauric Acids 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Parasitology 1992 Aug;105 ( Pt 1):81-9
7-nitrobenz-2-oxa-1,3-diazol-4-ylcholesterol  0   Cholesterol/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Parasitology 1992 Aug;105 ( Pt 1):81-9
N-(7-nitro-2,1,3-benzoxadiazol-4-yl)dioleoylphosphatidylethanolamine  91632-07-4   *Phosphatidylethanolamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Nature 1992 Oct 15;359(6396):647-50
ASM 5-67  140164-86-9   *Morphinans 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Sarcosine/*analogs & derivatives. Biochem Pharmacol 1992 Jan 22:43(2):301-6
ASM 5-10  140164-88-1   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Sarcosine/*analogs & derivatives Thebaine/*analogs & derivatives. Biochem Pharmacol 1992 Jan 22;43(2):301-6
7-nitrobenzoxadiazole-6-aminohexanoic acid  88235-25-0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives 6-Aminocaproic Acid/*analogs & derivatives. Photochem Photobiol 1991 Sep;54(3):361-5
7-nitrobenz-2-oxa-1,3-diazole desferrioxamine B  137756-28-6   Deferoxamine/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Mol Pharmacol 1991;40(4):584
1-oleoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine  131479-28-2   *Phosphatidylcholines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biophys J 1990;58(5):1119
25-((7-chloro-4-nitrobenz-2-oxa-1,3-diazole)methylamino)-27-norcholesterol  105539-27-3   *Norsteroids Cholesterol/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Pharm Sci 1990;79(10):907
BD 623  132305-66-9 4H-Imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylic acid, 8-fluoro-5,6-dihydro-5-methyl-6-oxo-, 3-((7-nitro-4-benzofurazanyl)amino)propyl ester  Flumazenil/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1990;265(36):22181
1,2-(oleoyl)-N-(6-((7-nitrobenz-2-oxa-1,3-diazo-4-yl)aminocaproyl))phosphatidylinositol  110121-15-8   *Phosphatidylinositols 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1990;265(10):5337
1-oleoyl-2-((N-(7-nitro-2,1,3-benzoxadiazol-4-yl)amino)caproyl)phosphatidylserine  132880-14-9   *Phosphatidylserines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochemistry 1990;29(1):37
4-(N-(acetoxyethyl)-N-methylamino)-7-nitro-2,1,3-benzoxadiazole ubiquinone  119110-36-0   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Ubiquinone/*analogs & derivatives. Biochemistry 1989;28(8):3168
12-N-methyl-7-nitrobenzo-2-oxa-1,3-diazolamino stearate  117056-67-4   *Stearates 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Am J Physiol 1989;256(6 Pt 1):G1041
CGP 12177-NBD  116475-05-9   *Propanolamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochimie 1988;70(5):687
pindolol-NBD  115910-09-3   4-Chloro-7-nitrobenzofurazan/*analogs & derivatives Pindolol/*analogs & derivatives. Res Commun Chem Pathol Pharmacol 1988;60(2):147
1-palmitoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine  108535-67-7   *Phosphatidylcholines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1987;262(29):14172
PC 16  109897-91-8   Lysine/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Clin Chem 1987;33(7):1177
NBD-colcemid  108964-31-4   Demecolcine/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1987;262(13):6318
1,2-(palmitoyl-NBD-aminocaproyl)phosphatidylethanolamine  108762-10-3   *Phosphatidylethanolamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1987;262(12):5890
N(alpha)-acetyl-N(epsilon)-4-(7-nitrobenzofurazanyl)lysyl-alanyl-alanine  88721-92-0   *Oligopeptides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Antibiot (Tokyo) 1986;39(1):53
1-oleoyl-2-(7-(4-nitrobenzo-2-oxa-1,3-diazole))-6-aminocaproylphosphatidylcholine  99566-32-2   *Phosphatidylcholines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Chem Phys Lipids 1985;38(3):309
NBD-galactosylceramide  0   *Galactosylceramides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Enzyme 1985;33(3):175
alprenolol-NBD  98496-22-1 2-Propanol, 1-((2-methyl-2-((7-nitro-4-benzofurazanyl)amino)propyl)amino)-3-(2-(2-propenyl)phenoxy)  Alprenolol/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Recept Res 1985;5(2-3):121
6-deoxy-N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)aminoglucose  108708-22-1   Glucosamine/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochim Biophys Acta 1985;815(1):75
N-NBD-1,2-dilauroylphosphatidylethanolamine  92558-19-5 Dodecanoic acid, 5-oxo-L-prolyl-2-(trifluoromethyl)-L-histidyl-, (S)  *Phosphatidylethanolamines 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochim Biophys Acta 1984;775(1):86
N-4-nitrobenzo-2-oxa-1,3-diazoleaminocaproyl sphingosylphosphorylcholine  0   *Sphingomyelins 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Biochim Biophys Acta 1984;793(2):169
12-(N-methyl-N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl))aminododecanoylsphingosyl-1-O-beta-glucoside  0   *Cerebrosides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Anal Biochem 1984;136(1):223
N-(7-(4-nitrobenzo-2-oxa-1,3-diazole))-6-aminocaproyl sphingosine  86701-10-2 Hexanamide, N-(2-hydroxy-1-(hydroxymethyl)-3-heptadecenyl)-6-((7-nitro-4-benzofurazanyl)amino)  *Ceramides 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives.
Pharma Action Fluorescent Dyes 		Proc Natl Acad Sci USA 1983;80(9):2608
beta-(N-(7-nitro-2,1,3-benzoxadiazol-4-yl))alanyl-coenzyme A  86848-57-9 Coenzyme A, S-(3-((7-nitro-4-benzofurazanyl)amino)propanoate)  *Coenzyme A 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. J Biol Chem 1983;258(8):4802
N(1)-cholesterylcarbamoyl-N(8)-(4-nitrobenzo-2-oxa-1,3-diazole)-3,6-dioxaoctyl-1,8-diamine  80685-24-1 Cholest-5-en-3-ol (3beta)-, (2-(2-(2-((7-nitro-4-benzofurazanyl)amino)ethoxy)ethoxy)ethyl)carbamate  Cholesterol/*analogs & derivatives 4-Chloro-7-nitrobenzofurazan/*analogs & derivatives. Proc Natl Acad Sci USA 1982;79(17):5171
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