68123-33-1

Basic information

• Product Name: N-SUCCINIMIDYL 4-NITROPHENYLACETATE
• Synonyms: 1-[[(4-nitrophenyl)acetyl]oxy]-5-pyrrolidinedione;N-(4-NITROPHENYLACETOXY)SUCCINIMIDE;P-NITROPHENYLACETIC ACID-OSU;N-SUCCINIMIDYL P-NITROPHENYLACETATE;N-SUCCINIMIDYL 4-NITROPHENYLACETATE;SUCCINIMIDYL-P-NITROPHENYLACETATE;SNPA;P-nitrophenylacetic acid*N-hydroxysuccinimide est
• CAS NO: 68123-33-1
• Molecular Formula: C₁₂H₁₀N₂O₆
• Molecular Weight: 278.22
• EINECS: 268-551-1
• Product Categories: Amino Group Labeling Reagents for HPLC;Analytical Chemistry;HPLC Labeling Reagents;N-Substituted Maleimides, Succinimides & Phthalimides;N-Substituted Succinimides;UV Detection (HPLC Labeling Reagents)
• Mol File: 68123-33-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 181 °C
• Boiling Point: 463.6°C at 760 mmHg
• Flash Point: 234.1°C
• Appearance: /
• Density: 1.5g/cm³
• Vapor Pressure: 9E-09mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C
• Solubility: almost transparency in hot Acetone
• CAS DataBase Reference: N-SUCCINIMIDYL 4-NITROPHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: N-SUCCINIMIDYL 4-NITROPHENYLACETATE(68123-33-1)
• EPA Substance Registry System: N-SUCCINIMIDYL 4-NITROPHENYLACETATE(68123-33-1)

Safety Data

• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39-28-36
• Hazardous Substances Data: 68123-33-1(Hazardous Substances Data)

Usage

Chemical Properties

White or off-white powder

InChI:InChI=1/C12H10N2O6/c15-10-5-6-11(16)13(10)20-12(17)7-8-1-3-9(4-2-8)14(18)19/h1-4H,5-7H2

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 104-03-0 4-nitrobenzeneacetic acid 
• 50434-36-1 4-nitrophenylacetyl chloride 

Downstream Products

• 1610596-68-3 2,2',2-(2-((2-(4-nitrophenyl)acetamido)methyl)-1,4,7-triazacyclononane-1,4,7-triyl)triacetic acid 
• 1610596-69-4 2,2',2-(2-((2-(4-aminophenyl)acetamido)methyl)-1,4,7-triazacyclononane-1,4,7-triyl)triacetic acid 
• 1610596-70-7 2,2',2-(2-((2-(4-isothiocyanatophenyl)acetamido)methyl)-1,4,7-triazacyclononane-1,4,7-triyl)triacetic acid 
• 1312573-20-8 1-{4-[2(4-chlorophenyl)acety]-3-phenylpiperazin-1-yl}-2-(4-nitrophenyl)-ethanone 
• 1312573-31-1 2-(4-nitrophenyl)-1-(3-phenylpiperazin-1-yl)ethanone 
• 1814-64-8 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine 
• 118249-08-4 1-[2-(3-Iodo-4-azidophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine 
• 118249-07-3 1-[2-(3-Iodo-4-aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine 
• 2195-13-3 1-<2-(4-Nitrophenyl)ethyl>-4-<3-(trifluoromethyl)phenyl>piperazine 

Relevant articles and documents

PCR incorporation of dUMPs modified with aromatic hydrocarbon substituents of different hydrophilicities: Synthesis of C5-modified dUTPs and PCR studies using Taq, Tth, Vent (exo-) and Deep Vent (exo-) polymerases

Deoxyuridine triphosphate derivatives (dUTPs) modified at the C5 position of the pyrimidine ring with various aromatic hydrocarbon substituents of different hydrophilicities have been synthesized. The aromatic hydrocarbon substituents were attached to dUTPs via a CH[dbnd]CH[sbnd]CH2[sbnd]NHCO[sbnd]CH2 linker. The efficiency of the PCR incorporation of modified dUMPs using Taq, Tth, Vent (exo-) and Deep Vent (exo-) polymerases and a model DNA template containing one, two and three adjacent adenine nucleotides at three different sites within the sequence was investigated. For all the polymerases used, the yield of the modified PCR product was significantly increased with increasing hydrophilicity of the aromatic hydrocarbon substituent. In particular, for the above polymerases, the efficiency of the incorporation of dUMPs modified with the most hydrophilic of the studied aromatic hydrocarbon substituents, a 4-hydroxyphenyl residue, was 60–85% of the efficiency of dTMP incorporation. At the same time, the relative efficiencies of the incorporation of dUMPs modified with 2-, 4-methoxyphenyl, phenyl and 4-nitrophenyl substituents ranged from 20 to 50% and were 2–18% for the 1-naphthalene and 4-biphenyl groups, which were the most hydrophobic of the studied aromatic hydrocarbon substituents.

Preparation and biodistribution of -[125I]Iodo-4-aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine and -[125I]Iodo-4-azidophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine

The iodinated analogue of 1-[2-(4-aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine (PAPP), IPAPP (4), and the corresponding azido compound azido-IPAPP (5) were synthesized. The corresponding no-carrier-added 125I (T( 1/2 ) = 60 days, 35-60 keV) labeled compounds were also prepared. High specific binding was observed from in vitro binding studies using rat brain tissue preparation; K(i) = 20 and 17.5 nM against [3H]-5-HT. In vivo biodistribution studies in rats showed that azido-[125I]IPAPP passed through intact blood-brain barrier and localized in the brain. Ex vivo autoradiography of rat brain sections exhibited a diffuse uptake pattern, which may be due to specific and nonspecific binding. The results indicate that IPAPP and azido-IPAPP may not be suitable to image the serotonin receptor in the brain.