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[ CAS No. 108-00-9 ] {[proInfo.proName]}

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Chemical Structure| 108-00-9
Chemical Structure| 108-00-9
Structure of 108-00-9 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations      Expand+

Li, Bowen ; Manan, Rajith Singh ; Liang, Shun-Qing , et al. DOI: PubMed ID:

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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Md Mubarak Hossain ; Aslam C. Shaikh ; Jules Moutet , et al. DOI: PubMed ID:

Abstract: The direct α-arylation of carbonyl compounds using aryl halides represents a powerful method to synthesize critical building blocks for diverse useful compounds. Numerous synthetic methods exist to forge C(sp2)–C(sp3) bonds although mild and metal-free direct α-arylation of ketones remains a challenging transformation. Here we report a green-light-mediated α-arylation of ketones from readily available aryl halides via activation of a C(sp2)–X bond (X?=?I, Br, Cl) and an α-carbonyl C(sp3)–H bond in a single photocatalytic cycle. This approach is characterized by its mild reaction conditions, operational simplicity and wide functional group tolerance. Importantly, the impressive outcome of the multigram photocatalytic reaction underpins the strength of this method as a potentially practical and attractive approach for scale-up industrial purposes. The utility and scope of this reaction were further demonstrated by formal syntheses of several feedstock chemicals that are commercially expensive but critical for synthesizing numerous pharmaceutical agents.

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Product Details of [ 108-00-9 ]

CAS No. :108-00-9 MDL No. :MFCD00008175
Formula : C4H12N2 Boiling Point : -
Linear Structure Formula :NH2C2H4N(CH3)2 InChI Key :DILRJUIACXKSQE-UHFFFAOYSA-N
M.W : 88.15 Pubchem ID :66053
Synonyms :

Calculated chemistry of [ 108-00-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 6
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 26.95
TPSA : 29.26 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.32 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.42
Log Po/w (XLOGP3) : -0.68
Log Po/w (WLOGP) : -0.49
Log Po/w (MLOGP) : -0.18
Log Po/w (SILICOS-IT) : -0.87
Consensus Log Po/w : -0.16

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 0.17
Solubility : 132.0 mg/ml ; 1.49 mol/l
Class : Highly soluble
Log S (Ali) : 0.54
Solubility : 306.0 mg/ml ; 3.47 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.34
Solubility : 40.3 mg/ml ; 0.457 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 108-00-9 ]

Signal Word:Danger Class:3,8
Precautionary Statements:P501-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405 UN#:2733
Hazard Statements:H225-H302-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 108-00-9 ]

* 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.

  • Downstream synthetic route of [ 108-00-9 ]

[ 108-00-9 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 3512-75-2 ]
  • [ 108-00-9 ]
  • <i>N</i>'-(2,6-dimethyl-[4]pyridyl)-<i>N</i>,<i>N</i>-dimethyl-ethylenediamine [ No CAS ]
  • 2
  • [ 926-39-6 ]
  • [ 124-40-3 ]
  • [ 108-00-9 ]
  • 3
  • [ 78287-27-1 ]
  • [ 108-00-9 ]
  • [ 120730-44-1 ]
  • 5
  • [ 108-00-9 ]
  • [ 2921-57-5 ]
  • 21-<<4-<<2-(dimethylamino)ethyl>amino>-1,4-dioxobutyl>oxy>-11β,17-dihydroxy-6α-methylpregna-1,4-diene-3,20-dione [ No CAS ]
  • 6
  • [ 53308-95-5 ]
  • [ 108-00-9 ]
  • [ 904688-40-0 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In chloroform; at 20℃; for 16h; EXAMPLES Example 1.001(1) To a solution of tert-butoxycarbonyl-L-norvaline (1.50 g), l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.99 g) and 1-hydroxybenzotriazole (933 mg) in chloroform (20 ml) were added N,N-dimethylethylenediamine (0.758 ml) and triethylamine (0.962 ml) in this order, and the mixture was stirred at room temperature for 16 hours. To the reaction mixture was added water (30 ml), and the reaction mixture was stirred vigorously for 10 minutes, and the organic layer was separated. The aqueous layer was further extracted with chloroform. The organic layers were combined and washed with 1 percent EPO <DP n="22"/>aqueous potassium carbonate solution and saturated saline, and dried over anhydrous sodium sulfate, followed by removing the solvent under reduced pressure. The residue was purified by silica gel column chromatography [solvent: methanol-chloroform (1: 10)] to obtain N2-(tert- butoxycarbonyl)-N1-[2-(dimethylamino)ethyl]-L-norvalinamide (1.67 g). MS-APCI(m/z): 288 [M+H]+
  • 8
  • [ 51419-59-1 ]
  • [ 108-00-9 ]
  • [ 931308-49-5 ]
  • 9
  • [ 108-00-9 ]
  • [ 63127-04-8 ]
  • [ 896705-16-1 ]
YieldReaction ConditionsOperation in experiment
58% Method A: Synthesis of amide analogues (4). N-[2-(dimethylamino)ethyl]-12- oxo-12H-benzo[g]pyrido[2, l-b]quinazoline-4-carboxamide.To a solution of 12-oxo-12H- benzo[g]pyrido[2, l-b]quinazoline-4-carboxylic acid (50.mg, 0.17 mmol) and TBTU (82.9 mg, 0.26 mmol) in DMF (1 mL) was added DIPEA (90 mu, 0.52 mmol). After the contents were stirred at room temperature for 15 minutes, N,N-dimethylethylenediamine (28.4 mu^, 0.26 mmol) was added, and stirring continued for 16 hours (for convenience). Added reaction mixture to 100 mL cold water with stirring. Collected solid by filtration and dried under vacuum to give N-[2-(dimethylamino)ethyl]-12-oxo-12H-benzo[g]pyrido[2, l- b]quinazoline-4-carboxamide (36 mg, 0.10 mmol, 58.0 percent yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 11.50 (br. s., 1 H) 9.10 (s, 1 H) 8.91 (d, J=5.81 Hz, 1 H) 8.55 (d, J=5.56 Hz, 1 H) 8.28 - 8.34 (m, 2 H) 8.12 (d, J=8.34 Hz, 1 H) 7.73 (t, J=7.45 Hz, 1 H) 7.61 (t, J=7.33 Hz, 1 H) 7.05 (t, J=7.07 Hz, 1 H) 3.56 (d, J=5.05 Hz, 2 H) 2.59 (t, J=5.94 Hz, 2 H) 2.40 (s, 6 H). 1H NMR (400 MHz, CDC13) delta ppm 1 1.70 (br. s., 1 H) 9.10 (s, 1 H) 8.94 (dd, J=7.33, 1.77 Hz, 1 H) 8.73 (dd, J=6.82, 1.77 Hz, 1 H) 8.29 (s, 1 H) 8.12 (d, J=8.59 Hz, 1 H) 8.00 (d, J=8.34 Hz, 1 H) 7.66 (t, J=7.58 Hz, 1 H) 7.52 - 7.60 (m, 1 H) 6.89 (t, J=7.07 Hz, 1 H) 3.66 - 3.77 (m, 2 H) 2.71 (t, J=6.06 Hz, 2 H) 2.49 (s, 6 H). MS [M+l] = 361.
  • 10
  • [ 50-00-0 ]
  • [ 619-60-3 ]
  • [ 108-00-9 ]
  • 2,2'-(((2-(dimethylamino)ethyl)azanediyl)bis(methylene))bis(4-(dimethylamino)phenol) [ No CAS ]
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