Structure of 13093-04-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Combinatorial design of nanoparticles for pulmonary mRNA delivery and genome editing
Li, Bowen ; Manan, Rajith Singh ; Liang, Shun-Qing ; Gordon, Akiva ; Jiang, Allen ; Varley, Andrew , et al.
Abstract: The expanding applications of nonviral genomic medicines in the lung remain restricted by delivery challenges. Here, leveraging a high-throughput platform, we synthesize and screen a combinatorial library of biodegradable ionizable lipids to build inhalable delivery vehicles for mRNA and CRISPR-Cas9 gene editors. Lead lipid nanoparticles are amenable for repeated intratracheal dosing and could achieve efficient gene editing in lung epithelium, providing avenues for gene therapy of congenital lung diseases.
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Purchased from AmBeed: 14916-80-4 ; 294-90-6 ; 13093-04-4 ; 65604-89-9 ; 22366-98-9 ; 143-28-2 ; 1484-84-0 ; 112-92-5 ; 3433-37-2 ; 34803-66-2 ; 622-26-4 ; 934-98-5 ; 3529-08-6 ; 123-70-6 ; 23356-96-9 ; 534-26-9 ; 20739-58-6 ; 4730-54-5 ; 108-00-9 ; 51388-00-2 ; 6711-48-4 ; 7209-38-3 ; 506-43-4 ; 2038-03-1 ; 142-25-6 ; 27578-60-5 ; 105-83-9 ; 67980-77-2 ; 877-96-3 ; 14712-23-3 ; 4572-03-6 ; 14156-95-7 ; 10563-26-5 ; 4097-88-5 ; 111-33-1 ; 123-12-6 ; 6261-22-9 ; 496808-04-9 ; 3644-18-6 ; 764-60-3 ; 1002-36-4 ; 51-45-6 ; 112086-54-1 ; 22104-79-6 ; 67529-83-3 ; 10563-29-8 ; 294-90-6 ; 506-43-4 ; 13901-38-7 ; 938459-02-0 ; 51721-39-2 ; 18128-28-4 ; 915922-79-1 ; 205059-32-1 ; 5298-72-6 ; 22763-69-5
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CAS No. : | 13093-04-4 |
Formula : | C8H20N2 |
M.W : | 144.26 |
SMILES Code : | CNCCCCCCNC |
MDL No. : | MFCD00008293 |
InChI Key : | MDKQJOKKKZNQDG-UHFFFAOYSA-N |
Pubchem ID : | 83131 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H227-H315-H319-H335 |
Precautionary Statements: | P210-P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In dichloromethane; at 0℃; for 2h; | 2-Furanoyl chloride (3.75 mL, 38 mmol) was added dropwise, at 0 C., to a mixture of N-tert-butoxycarbonyl-<strong>[13093-04-4]N,N'-dimethyl-1,6-hexanediamine</strong> (9.3 g, 38 mmol) and triethylamine (8.4 mL, 60 mmol) in dichloromethane (120 mL). The resulting mixture was stirred (2 h). The reaction mixture was washed with water (2×20 mL), brine (20 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was treated with 50% trifluoroacetic acid/dichloromethane (100 mL) overnight. Trifluoroacetic acid and dichloromethane were removed under reduced pressure and the residue was azeotroped with toluene (50 mL). The residue was dissolved in dichloromethane (120 mL), treated carefully with excess NaHCO3 (aqueous), the organic layer separated and the aqueous layer extracted with dichloromethane (2×50 mL). The combined organic layers were washed with water, brine and dried over Na2SO4. After removing the solvent, the residue was dried under vacuum to give the desired product 10 (7.8 g). MH+ 239.2, 1H NMR (CDCl3) delta7.50 (s, 1H), 7.0 (d, 1H), 6.50 (d, 1H), 3.55 (br. s, 3H), 3.0-3.3 (m, 4H), 2.4 5(s, 3H), 1.35-1.75 (m, 8H). |