N-Fmoc-1,3-propanediamine hydrobromide

• CAS: 352351-59-8
• Catalog Number: ACM352351598
• Category: Main Products
• Molecular Weight: 377.28
• Molecular Formula: C18H20N2O2·HBr
• Synonyms: 9-Fluorenylmethyl N-(3-aminopropyl)carbamate hydrobromide
• Melting Point: ~121 °C (dec.)
• Appearance: Solid

Case Study

N-Fmoc-1,3-propanediamine Hydrobromide as a Functional Building Block for Drug-Proxy Incorporation into Diels-Alder Networks

De Keer, Lies, et al. (2020). DOI: 10.21203/rs.3.rs-98270/v1

N-Fmoc-1,3-propanediamine hydrobromide serves as a key reagent for introducing the Fmoc (fluorenylmethoxycarbonyl) group as a model drug into Diels-Alder-based three-dimensional polymer networks. Its coupling enables controlled release studies where the release rate correlates with network pore size, providing a platform for designing drug-delivery materials
Synthesis and Network Incorporation: Bifunctional linker-COOH (derived from a sorbic alcohol-based diene) was reacted with N-Fmoc-1,3-propanediamine hydrobromide (1.1 equiv.) using DCC/DMAP in DMF, yielding the Fmoc-loaded bifunctional monomer (bifunctional linker-Fmoc) in 32% yield after flash chromatography. This monomer was then mixed with a tetrafunctional dithioester monomer in toluene (353 K, 24 h) to form crosslinked networks. The Fmoc group served as a UV-trackable proxy for a therapeutic agent.
Performance Evaluation: Networks were prepared at three different molar ratios of bifunctional to tetrafunctional monomer (2.0, 1.75, 1.5). The average molecular pore size, calculated from kinetic Monte Carlo simulations validated by experimental swelling data, increased from ~16 to ~50 monomer units as the ratio decreased. Fmoc release in 2% DBU/DMF was fastest for the most off-stoichiometric network (largest pores) and slowest for the stoichiometric one. The release rate coefficient correlated linearly with the average pore size.

Custom Q&A

What is the molecular formula of N-Fmoc-1,3-propanediamine hydrobromide?

The molecular formula of N-Fmoc-1,3-propanediamine hydrobromide is C18H21BrN2O2.

What is the molecular weight of N-Fmoc-1,3-propanediamine hydrobromide?

The molecular weight of N-Fmoc-1,3-propanediamine hydrobromide is 377.3 g/mol.

What is the IUPAC name of N-Fmoc-1,3-propanediamine hydrobromide?

The IUPAC name of N-Fmoc-1,3-propanediamine hydrobromide is 9H-fluoren-9-ylmethyl N-(3-aminopropyl)carbamate;hydrobromide.

What is the InChI code of N-Fmoc-1,3-propanediamine hydrobromide?

The InChI code of N-Fmoc-1,3-propanediamine hydrobromide is InChI=1S/C18H20N2O2.BrH/c19-10-5-11-20-18(21)22-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17;/h1-4,6-9,17H,5,10-12,19H2,(H,20,21);1H.

What is the InChIKey of N-Fmoc-1,3-propanediamine hydrobromide?

The InChIKey of N-Fmoc-1,3-propanediamine hydrobromide is OWAKRMILENXFGM-UHFFFAOYSA-N.

What is the canonical SMILES of N-Fmoc-1,3-propanediamine hydrobromide?

The canonical SMILES of N-Fmoc-1,3-propanediamine hydrobromide is C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCCN.Br.

What is the CAS number of N-Fmoc-1,3-propanediamine hydrobromide?

The CAS number of N-Fmoc-1,3-propanediamine hydrobromide is 352351-59-8.

How many hydrogen bond donor counts does N-Fmoc-1,3-propanediamine hydrobromide have?

N-Fmoc-1,3-propanediamine hydrobromide has 3 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does N-Fmoc-1,3-propanediamine hydrobromide have?

N-Fmoc-1,3-propanediamine hydrobromide has 3 hydrogen bond acceptor counts.