12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid

Base Information

• Chemical Name: 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid
• CAS No.: 96801-39-7
• Molecular Formula: C18H26N4O5
• Molecular Weight: 378.428
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80376356
• Nikkaji Number: J704.627H
• Wikidata: Q82165292
• Mol file: 96801-39-7.mol

Synonyms:7-nitrobenz-2-oxa-1,3-diazol-4-yl dodecanoate;NBD-dodecanoic acid

Chemical Property of 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid

Chemical Property:

• Vapor Pressure: 2.04E-14mmHg at 25°C
• Melting Point: 79-81 °C (lit.)
• Refractive Index: 1.589
• Boiling Point: 582.6 °C at 760 mmHg
• Flash Point: 306.2 °C
• PSA: 134.07000
• Density: 1.26 g/cm³
• LogP: 5.12470
• Storage Temp.: 2-8°C
• Solubility.: DMF: soluble
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 378.19031994
• Heavy Atom Count: 27
• Complexity: 460

Purity/Quality:

98%Min ^*data from raw suppliers

12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NCCCCCCCCCCCC(=O)O
• Uses: Suitable for probing the ligand binding sites of fatty acid and sterol carrier proteins as well as the investigation of lipolysis processes. 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid is an amine-reactive, fluorescent fatty acid analog.

Technology Process of 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid

There total 7 articles about 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

NBD chloride (10199-89-0) + 12-Aminododecanoic acid (693-57-2) → 12-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)dodecanoic acid (96801-39-7)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 65 ℃; for 2h;

DOI:10.1039/c6ob02110g

Reference yield:

C36H61N5O6 → (2S,3R,4E)-2-amino-4-octadecene-1,3-diol (123-78-4) + 12-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)dodecanoic acid (96801-39-7)

Guidance literature:

With recombinant human acid ceramidase; In aq. acetate buffer; at 37 ℃; for 2.5h; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1016/j.bmc.2012.08.035

Reference yield:

methyl 12-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)dodecanoate → 12-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)dodecanoic acid (96801-39-7)

Guidance literature:

With potassium trimethylsilonate; In diethyl ether; at 20 ℃; for 48h;

DOI:10.1002/cbic.201300207

upstream raw materials:

NBD chloride

12-Aminododecanoic acid

methyl 12-bromododecanoate

methyl 12-azidododecanoate

Refernces

• 1、 Woodland, John G.,Hunter, Roger,Smith, Peter J.,Egan, Timothy J.. "Shining new light on ancient drugs: preparation and subcellular localisation of novel fluorescent analogues of Cinchona alkaloids in intraerythrocytic Plasmodium falciparum". supporting information. p. 589 - 597. Retrieved 2017/01/25.
• 2、 Nakamura, Hiroyuki,Ueda, Noriko,Ban, Hyun Seung,Ueno, Manabu,Tachikawa, Shoji. "Design and synthesis of fluorescence-labeled closo-dodecaborate lipid: Its liposome formation and in vivo imaging targeting of tumors for boron neutron capture therapy". experimental part. p. 1374 - 1380. Retrieved 2012/04/10.