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[ CAS No. 100-10-7 ] {[proInfo.proName]}

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Chemical Structure| 100-10-7
Chemical Structure| 100-10-7
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Product Citations

Product Citations

Usman Sabir ; Hafiz Muhammad Irfan ; Alamgeer , et al. DOI: PubMed ID:

Abstract: Western diet style (fast food), which includes fatty frozen junk food, lard, processed meats, whole-fat dairy foods, cream, mayonnaise, butter, snacks, and fructose, is a primary etiological determinant for developing nonalcoholic steatohepatitis (NASH) worldwide. Here the primary focus is to see the impact of naturally identified essential oil on disease mechanisms developed in an animal model using the same ingredients. Currently, symptomatic therapies are recommended for the management of NASH due to non-availability of specific treatments. Therefore, the present study was designed to evaluate the potential anti-NASH effect of nerolidol in a rat model fed with a purpose-built diet. The diet substantially induced insulin resistance, hepatic steatosis, dyslipidemia, and elevation of liver enzymes in the experimental animals. The levels of liver oxidative stress markers, nitrites (NO2–), serum pro-inflammatory cytokine (TNF-α) and hepatic collagen were increased in disease control rats. Nerolidol oral treatment in ascending dose order of 250 and 500 mg/kg substantially reduced the steatosis (macrovesicular and microvesicular), degeneration of hepatocytes, and inflammatory cells infiltration. The amounts of circulatory TNF-α and tissue collagen were also reduced at 500 mg/kg dose of nerolidol, expressing its anti-fibrotic effect. The current study described the multiple-hit pathophysiology of NASH as enhanced steatosis, pro-inflammatory markers, and oxidative stress in rats, which resulted in the development of vicious insulin resistance. Nerolidol treatment significantly reduced hepatic lipid accumulation and halted disease progression induced by a hypercaloric diet.

Keywords: Western diet ; Non-alcoholic steatohepatitis ; Insulin resistance ; Inflammation ; Nerolidol

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Product Details of [ 100-10-7 ]

CAS No. :100-10-7 MDL No. :MFCD00003381
Formula : C9H11NO Boiling Point : -
Linear Structure Formula :(COH)C6H4(N(CH3)2) InChI Key :BGNGWHSBYQYVRX-UHFFFAOYSA-N
M.W : 149.19 Pubchem ID :7479
Synonyms :
4-Dimethylaminobenzaldehyde
Chemical Name :4-(Dimethylamino)benzaldehyde

Calculated chemistry of [ 100-10-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 46.04
TPSA : 20.31 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : 1.81
Log Po/w (WLOGP) : 1.57
Log Po/w (MLOGP) : 1.44
Log Po/w (SILICOS-IT) : 1.55
Consensus Log Po/w : 1.6

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.18
Solubility : 0.993 mg/ml ; 0.00665 mol/l
Class : Soluble
Log S (Ali) : -1.86
Solubility : 2.08 mg/ml ; 0.0139 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.44
Solubility : 0.545 mg/ml ; 0.00366 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 100-10-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 UN#:N/A
Hazard Statements:H302-H315-H319 Packing Group:N/A
GHS Pictogram:

Applications of [ 100-10-7 ]

p-Dimethylaminobenzaldehyde (100-10-7) has been used in the preparation of Hoechst 34580 (CAS: 23555-00-2). Hoechst 34580 (HOE 34580) is a cell-permeable blue fluorescent dye employed for DNA and cell nucleus staining, and it exhibits potential as a therapeutic agent for Alzheimer's disease.

Application In Synthesis of [ 100-10-7 ]

* 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 [ 100-10-7 ]

[ 100-10-7 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 38480-94-3 ]
  • [ 100-10-7 ]
  • 4-dimethylamino-2',3'-dimethoxy-chalcone [ No CAS ]
  • 2
  • [ 1836-05-1 ]
  • [ 100-10-7 ]
  • [ 1774-68-1 ]
  • 3
  • [ 100-10-7 ]
  • [ 13214-64-7 ]
  • [ 110145-16-9 ]
  • 6
  • [ 14205-39-1 ]
  • [ 100-10-7 ]
  • [ 50607-30-2 ]
  • 3-carbomethoxy-2-methyl-5-oxo-4-(4-N-dimethylaminophenyl)-1,4,5,6,7,8-hexahydro-pyrido<4,3-b>pyridine [ No CAS ]
  • 7
  • [ 24629-25-2 ]
  • [ 100-10-7 ]
  • [ 462102-43-8 ]
  • 9
  • [ 57497-39-9 ]
  • [ 100-10-7 ]
  • [ 98236-04-5 ]
  • 10
  • [ 100-10-7 ]
  • [ 1668-54-8 ]
  • [ 1465739-99-4 ]
  • 11
  • [ 1836-05-1 ]
  • [ 100-10-7 ]
  • (E)-1-(3-bromo-2-hydroxyphenyl)-3-(4-(dimethylamino)phenyl)prop-2-en-1-one [ No CAS ]
  • 12
  • [ 78364-55-3 ]
  • [ 100-10-7 ]
  • 2-[2-(4-(N,N-dimethylamino)benzylidene)hydrazino]-6-fluorobenzothiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With acetic acid; In ethanol; at 80℃; for 0.166667h;Microwave irradiation; General procedure: 2-(2-Arylidenehydrazino)-6-fluorobenzothiazoles 6a-r. General Procedure D. A mixture of compound 2 (0.0549 g, 0.0003 mol), the appropriate aromatic aldehyde (0.00033 mol) and glacial acetic acid (0.1 mL) in ethanol (5 mL) was heated under microwave (20 W) at 80 °C for 10 min. On cooling, the precipitated solid was collected by filtration, washed with water, dried and crystallized from the appropriate solvent to give the desired compounds 6a-r.
In ethanol; at 70 - 80℃; for 3h; General procedure: The mixture of <strong>[78364-55-3]6-fluoro-2-hydrazinylbenzo[d]thiazole</strong> (2) (0.01 mol) and benzalde-hyde/substituted benzaldehyde (0.01 mol) was reuxed in ethanol (15 ml) at 70?80 °C for 3 h. The separated product obtained was ltered off, washed withdistilled water and recrystallized from methanol to give the correspondinghydrazone. The product obtained was further dissolved in acetic acid (20 ml) atroom temperature followed by the addition of sodium acetate (0.5 g). Bromine(2 mmol) in acetic acid (10 ml) was added dropwise to the reuxing reactionmixture. After 1 h, the mixture was poured onto crushed ice (100 g). The precipitateobtained was ltered off and crystallized from ethanol-dimethylformamide (1:1) togive crystals of (3a?3t).
  • 13
  • [ 5350-41-4 ]
  • [ 100-10-7 ]
  • C16H17NO [ No CAS ]
  • C16H17NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Ammonium salt 6 (1 equiv.) was suspended in dry THF (0.05 M) andstirred at 40 °C. t-BuOK (4 equiv.) was added and the mixture was stirred vigorously. After 10 minutes 2 equiv. of aldehyde 2 were added and the mixture was stirred for 3 hours at 40 °C. The reaction was then quenched by addition of a half-saturated NaCl solution. After phase separation, the aqueous phase was extracted three times with DCM and the combined organic phases were dried with Na2SO4 and evaporated to dryness. Purification by columnchromatography (gradient of heptanes and EtOAc) gave the corresponding epoxides in the reported yields as a mixture of diastereomers.
  • 15
  • [ 54396-44-0 ]
  • [ 868-85-9 ]
  • [ 100-10-7 ]
  • dimethyl ((4-(dimethylamino)phenyl)((2-methyl-3-(trifluoromethyl)phenyl)amino)methyl)phosphonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With chitosan; In neat (no solvent); at 75℃; for 0.0333333h;Microwave irradiation; Green chemistry; General procedure: An equimolar mixture of <strong>[54396-44-0]2-methyl-3-(trifluoromethyl)aniline</strong> (0.351 g, 0.002 mol), corresponding aldehyde (0.002 mol), dimethyl phosphite (0.18 ml, 0.002 mol) and chitosan catalyst (10 molpercent) were taken in a reaction glass tube, degassed for 10 min and microwave irradiated at 180 W for 2 min at 60 °C. The progress of the reaction was monitored by TLC using petroleum ether and ethyl acetate (3:7) as solvent. After completion of the reaction, the mixture was diluted with ethyl acetate, washed with water (2 x 15 ml) followed by brine (1 x 10 ml), dried over Na2SO4 and evaporated to dryness. The crude mass was purified by column chromatography on silicagel (100-200 mesh) by using a 7:3 mixture of ethyl acetate in hexane to afford the pure alpha-aminophosphonates.
  • 16
  • [ 67-56-1 ]
  • [ 100-10-7 ]
  • [ 1202-25-1 ]
  • [ 1703-46-4 ]
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