159790-81-5

Basic information

• Product Name: 4-(N-FMOC-AMINOMETHYL)ANILINE
• Synonyms: 4-(N-FMOC-AMINOMETHYL)ANILINE;(9H-Fluoren-9-yl)Methyl 4-aMinobenzylcarbaMate;4-FMOC-AMINOMETHYL-ANILINE;Carbamic acid,N-[(4-aminophenyl)methyl]-, 9H-fluoren-9-ylmethyl ester
• CAS NO: 159790-81-5
• Molecular Formula: C₂₂H₂₀N₂O₂
• Molecular Weight: 344.41
• Mol File: 159790-81-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 587.0±38.0 °C(Predicted)
• Appearance: /
• Density: 1.240±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 11.99±0.46(Predicted)
• CAS DataBase Reference: 4-(N-FMOC-AMINOMETHYL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N-FMOC-AMINOMETHYL)ANILINE(159790-81-5)
• EPA Substance Registry System: 4-(N-FMOC-AMINOMETHYL)ANILINE(159790-81-5)

Safety Data

• Hazardous Substances Data: 159790-81-5(Hazardous Substances Data)

Usage

General Description

4-(N-FMOC-aminomethyl)aniline is a chemical compound that is commonly used in the field of organic synthesis and peptide chemistry. It is a derivative of aniline and features a formyl protection group on the amine functionality. The FMOC group is commonly used in solid-phase peptide synthesis to protect the amine group of amino acids. 4-(N-FMOC-AMINOMETHYL)ANILINE is widely utilized in the preparation of peptides and other organic molecules, and its high purity and stability make it a valuable tool in the synthesis of complex organic compounds. The presence of the FMOC group allows for selective deprotection under mild conditions, making it a versatile building block for the construction of peptide and organic molecules.

Upstream product

• 4403-71-8 (4-aminomethyl)aniline 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Downstream Products

• 915088-34-5 ethyl 4-((4-((((9H-fluoren-9-yl)methoxy)carbonylamino)methyl)phenyl)diazenyl)benzoate 
• 1018716-77-2 allyl 4-(N-Fmoc-aminomethylphenylazo)benzoate 
• 1222185-06-9 (9H-fluoren-9-yl)methyl 4-aminobenzylcarbamate 
• 496841-89-5 6-(aminomethyl)benzo[d]thiazol-2-amine 

Relevant articles and documents

Solid-Phase Synthesis of β-Amino Ketones Via DNA-Compatible Organocatalytic Mannich Reactions

One-bead-one-compound (OBOC) libraries constructed by solid-phase split-and-pool synthesis are a valuable source of protein ligands. Most OBOC libraries are comprised of oligoamides, particularly peptides, peptoids, and peptoid-inspired molecules. Further diversification of the chemical space covered by OBOC libraries is desirable. Toward this end, we report here the efficient proline-catalyzed asymmetric Mannich reaction between immobilized aldehydes and soluble ketones and anilines. The reaction conditions do not compromise the amplification of DNA by the PCR. Thus, this chemistry will likely be useful for the construction of novel DNA-encoded libraries by solid-phase synthesis.

Red-shifted tetra-ortho-halo-azobenzenes for photo-regulated transmembrane anion transport

Photo-responsive synthetic ion transporters are of interest as tools for studying transmembrane transport processes and have potential applications as targeted therapeutics, due to the possibility of spatiotemporal control and wavelength-dependent function. Here we report the synthesis of novel symmetric and non-symmetric red-shifted tetra-ortho-chloro- and tetra-ortho-fluoro azobenzenes, bearing pendant amine functionality. Functionalisation of the photo-switchable scaffolds with squaramide hydrogen bond donors enabled the preparation of a family of anion receptors, which act as photo-regulated transmembrane chloride transporters in response to green or red light. The subtle effects of chlorine/fluorine substitution,meta/parapositioning of the anion receptors, and the use of more flexible linkers are explored. NMR titration experiments on the structurally diverse photo-switchable receptors reveal cooperative binding of chloride in theZ, but notEisomer, by the two squaramide binding sites. These results are supported by molecular dynamics simulations in explicit solvent and model membranes. We show that this intramolecular anion recognition leads to effective switching of transport activity in lipid bilayer membranes, in which optimalZisomer activity is achieved using a combination of fluorine substitution andpara-methylene spacer units.

RADIOLABELED BOMBESIN-DERIVED COMPOUNDS FOR IN VIVO IMAGING OF GASTRIN-RELEASING PEPTIDE RECEPTOR (GRPR) AND TREATMENT OF GRPR-RELATED DISORDERS

There is provided bombesin-derived compounds of Formula Ia (RX-L-Xaa1-Gln-Trp-Ala-Val-Xaa2-His-Xaa3-ψ-Xaa4-NH2). RX comprises a radionuclide chelator or a trifluoroborate-containing prosthetic group. L is a linker. Xaa1 is D-Phe, Cpa (4-chlorophenylalanine), D-Cpa, Tpi (2,3,4,9-tetrahydro-1H-pyrido[3,4b]indol-3-carboxylic acid), D-Tpi, Nal (naphthylalanine), or D-Nal. Xaa2 is Gly, N-methyl-Gly or D-Ala. Xaa3 is Leu, Pro, D-Pro, or Phe. Xaa4 is Pro, Phe, Tac (thiazolidine-4-carboxylic acid), Nle (norleucine), 4-oxa-L-Pro (oxazolidine-4-carboxylic acid). The symbol ψ represents a reduced peptide bond between Xaa3 and Xaa4 in which ψ is CH2-N when Xaa4 is Pro, Tac or 4-oxa-L-Pro, or ψ is CH2N(R) when Xaa4 is Phe or Nle wherein R is H or C1-C5 linear or branched alkyl. There is also provided the use of such compounds as imaging agents or therapeutic agents.