Home Cart 0 Sign in  

[ CAS No. 38041-19-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 38041-19-9
Chemical Structure| 38041-19-9
Structure of 38041-19-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 38041-19-9 ]

Related Doc. of [ 38041-19-9 ]

Alternatived Products of [ 38041-19-9 ]
Product Citations

Product Citations

Rosko, Michael C. ; Espinoza, Eli M. ; Arteta, Sarah , et al. DOI: PubMed ID:

Abstract: Four Cu(I) bis(phenanthroline) photosensitizers formulated from a new ligand structural motif (Cu1-Cu4) coded according to their 2,9-substituents were synthesized, structurally characterized, and fully evaluated using steady-state and time-resolved absorption and photoluminescence (PL) measurements as well as electrochem. The 2,9-disubstituted-3,4,7,8-tetramethyl-1,10-phenanthroline ligands feature the following six-membered ring systems prepared through photochem. synthesis: 4,4-dimethylcyclohexyl (1), tetrahydro-2H-pyran-4-yl (2), tetrahydro-2H-thiopyran-4-yl (3), and 4,4-difluorocyclohexyl (4). Universally, these Cu(I) metal-to-ligand charge transfer (MLCT) chromophores display excited-state lifetimes on the microsecond time scale at room temperature, including the three longest-lived homoleptic cuprous phenanthroline excited states measured to date in de-aerated CH2Cl2, τ = 2.5-4.3μs. This series of mols. also feature high PL quantum efficiencies (ΦPL = 5.3-12% in CH2Cl2). Temperature-dependent PL lifetime experiments confirmed that all these mols. exhibit reverse intersystem crossing and display thermally activated delayed PL from a 1MLCT excited state lying slightly above the 3MLCT state, 1050-1490 cm-1. Ultrafast and conventional transient absorption measurements confirmed that the PL originates from the MLCT excited state, which remains sterically arrested, preventing an excessive flattening distortion even when dissolved in Lewis basic CH3CN. Combined PL and electrochem. data provided evidence that Cu1-Cu4 are highly potent photoreductants (Eox* = -1.73 to -1.62 V vs Fc+/0 in CH3CN), whose potentials are altered solely based on which heteroatoms or substituents are resident on the 2,9-appended ring derivatives It is proposed that long-range electronic inductive effects are responsible for the systematic modulation observed in the PL spectra, excited-state lifetimes, and the ground state absorption spectra and redox potentials. Cu1-Cu4 quant. follow the energy gap law, correlating well with structurally related cuprous phenanthrolines and are also shown to triplet photosensitize the excited states of 9,10-diphenylanthracene with bimol. rate constants ranging from 1.61 to 2.82 x 108 M-1 s-1. The ability to tailor both photophys. and electrochem. properties using long-range inductive effects imposed by the 2,9-ring platforms advocates new directions for future MLCT chromophore discovery.

Purchased from AmBeed: ;

Product Details of [ 38041-19-9 ]

CAS No. :38041-19-9 MDL No. :MFCD02179436
Formula : C5H11NO Boiling Point : -
Linear Structure Formula :- InChI Key :AHVQYHFYQWKUKB-UHFFFAOYSA-N
M.W : 101.15 Pubchem ID :419223
Synonyms :

Calculated chemistry of [ 38041-19-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 27.83
TPSA : 35.25 Ų

Pharmacokinetics

GI absorption : High
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) : -7.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.36
Log Po/w (XLOGP3) : -0.31
Log Po/w (WLOGP) : 0.12
Log Po/w (MLOGP) : -0.16
Log Po/w (SILICOS-IT) : 0.82
Consensus Log Po/w : 0.36

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.27
Solubility : 54.1 mg/ml ; 0.535 mol/l
Class : Very soluble
Log S (Ali) : 0.03
Solubility : 108.0 mg/ml ; 1.07 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.34
Solubility : 46.0 mg/ml ; 0.455 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.31

Safety of [ 38041-19-9 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P233-P240-P241-P242-P243-P264-P270-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338+P310-P370+P378-P403+P235-P501 UN#:1993
Hazard Statements:H226-H302-H318 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 38041-19-9 ]

* 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.

  • Upstream synthesis route of [ 38041-19-9 ]
  • Downstream synthetic route of [ 38041-19-9 ]

[ 38041-19-9 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 61128-73-2 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
57% With hydrogen In methanol at 20℃; for 5 h; To a stirred solution of compound 2.2 (1.0 g, 8.7 mmol) in methanol (50 mL) was added Raney Ni (10percent), and the resulting mixture was stirred at room temperature under hydrogen for 5 h. The progress of the reaction was monitored by TLC. Upon completion of reaction, the methanol solvent was filtered and concentrated in vacuo to give compound 2.3 (0.5 g, 57percent).
Reference: [1] Journal of Medicinal Chemistry, 2006, vol. 49, # 7, p. 2210 - 2221
[2] Patent: US2009/82423, 2009, A1, . Location in patent: Page/Page column 23
[3] Patent: US5707989, 1998, A,
[4] Patent: US5821240, 1998, A,
[5] Patent: US5977102, 1999, A,
  • 2
  • [ 29943-42-8 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
88%
Stage #1: With ammonium formate In methanol; water at 20℃;
Stage #2: With palladium on activated charcoal In methanol; water at 20℃;
A mixture of dihydro-2H-pyran-4(3H)-one (2.3 ml, 25 mmol) and methanol (54 ml) wastreated with ammonium formate (15.8 g, 250 mmol) and H20 (6 ml). The resulting mixture wasmaintained at RT with vigorous stirring until it became homogeneous. The mixture was then treatedwith palladium on carbon (2.5 g), and maintained at RT overnight. The mixture was filtered and10 concentrated to remove the volatile organics, then the aqueous later was exhaustively extracted withethyl acetate. The combined organics were dried (MgS04), filtered and concentrated to afford15tetrahydro-2H-pyran-4-amine (2.2 g, 88percent) as an oil: 1H NMR (400 MHz, MeOD-d4) 8 3.89-3.99 (m, 2H), 3.35-3.51 (m, 2 H), 2.81-2.95 (m, 1 H), 1.75- 1.90 (m, 2 H), 1.31- 1.48 (m, 2 H);
90 %Chromat. at 20℃; for 2 h; Sonication; Green chemistry General procedure: Ni-Al alloy (200 mg) and cyclohexanone (35 μL, 0.34 mmol) were suspended in 28–30percent NH4OH (3 mL) and sonicated (Branson 1510MTH ultrasonic bath) for 2 h. After the completion of the reaction, the excess alloy and solid by-products were removed by filtration. The filtrate was extracted with EtOAc (2 × 2 mL). The organic extracts were combined and dried over anhyd Na2SO4. The solvent was removed in vacuo and the crude product was purified by flash chromatography.
Reference: [1] Patent: WO2013/134219, 2013, A1, . Location in patent: Page/Page column 29
[2] Tetrahedron Letters, 2001, vol. 42, # 25, p. 4257 - 4259
[3] Journal of Medicinal Chemistry, 2006, vol. 49, # 7, p. 2210 - 2221
[4] Synthesis (Germany), 2016, vol. 48, # 18, p. 3127 - 3133
  • 3
  • [ 344329-76-6 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
91.8% With sodium hypobromide; sodium hydroxide In water at 5 - 50℃; for 3 h; (2) cooling the 4-formamide tetrahydropyran mixed solution prepared in the step 1 to a temperature of 5 ° C, adding a NaOH solution,After stirring uniformly, NaBrO solution was added dropwise thereto. After the completion of the dropwise addition, the reaction was continued at this temperature for 2 hours, and then the temperature was raised to 50 ° C for 1 hour, then cooled to room temperature, extracted with dichloromethane, and the organic phase was combined. After dichloromethane was removed by pressure distillation, recrystallization was carried out to obtain 4-aminotetrahydropyran.Preferably, the molar volume ratio of tetrahydropyran-4-carboxylic acid to water in the step (1) is 5 mol/L.The concentration of ammonia water in the step (1) is 13 mol/L; the amount of tetrahydropyran-4-carboxylic acid and ammonia in the step (1)The molar volume ratio is 10:1 mol/L.The mass concentration of the NaOH solution in the step (2) is 40percent, the 4-formamide tetrahydropyran mixed solution and the NaOH solutionThe volume-to-volume ratio was 7:1; the mass concentration of the NaBrO solution in the step (2) was 15percent.The molar ratio of tetrahydropyran-4-carboxylic acid to NaBrO was 1:1.5.The obtained 4-aminotetrahydropyran had a purity of 99.2percent and a product yield of 91.8percent.
73.7% With sodium hypochlorite In water at 0 - 5℃; for 3 h; Reflux Three-neck flask equipped with mechanical stirrer, thermometer, dropping funnel, 250ml of water was added to the flask, stirring was added 4-cyano-tetrahydropyran 111.14g (1mole), cooled to 0 ~ 5 ° C, was added at a concentration of 10 minutes 13.8percent sodium hydroxide solution, a total of 290 g (1 mole), temperature controlled at 0 ~ 10 ° C, after each addition incubated for 15 to 20 minutes, all the alkali was added, stirred for 1 to 3 hours, the reaction was complete by gas detecting material, controlling the temperature of 0 ~ 5 ° C, was slowly added to a concentration of 10percent sodium hypochlorite solution 1116.6g (1.5mole), plus Bi, 0 ~ 5 ° C for 1 hour, heated at reflux temperature for 2 hours to complete the reaction intermediate vapor detection, water cooling to 10 ~ 40 ° C, with 500ml dichloromethane and 50ml methanol solvent mixture and extracted 3 times, the combined extracts were recovered by distillation of methylene chloride, methylene chloride was distilled off to make, distillation to give 4-amino-tetrahydropyran 75.3 g, with a purity of 99.1percent, a yield of 73.7percent.
Reference: [1] Patent: CN108003122, 2018, A, . Location in patent: Paragraph 0021; 0029; 0034; 0034; 0037; 0038; 0039-0041
[2] Patent: CN102993144, 2016, B, . Location in patent: Paragraph 0014; 0015
[3] Helvetica Chimica Acta, 1943, vol. 26, p. 1132,1134
  • 4
  • [ 625126-73-0 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
72.2% With hydrogenchloride; hydrogen In 1,3-dioxane; ethanol A mixture of the amine (Step A) (13.2 g, 49.4 mmol), 4 N HCl/dioxane (12.5 ML, 49.4 mmol), Pd/C 10percent (1. 1 g), dioxane (30 mL), and ETOH (120 mL) was placed on a Parr Apparatus and hydrogenated at 35 lb pressure of H2 overnight. The reaction mixture was filtered through celite and concentrated to dryness. The concentrate was stirred in DCM. The precipitate was filtered and dried to yield Intermediate 3 (4. 9 G, 72.2percent). 1H NMR (400MHZ, CD30D) 8 3.99 (dd, J=12.1 Hz, 5.1 Hz, 2H), 1.89 (td, J=11. 9 Hz, 2.1 Hz, 2H), 3.38-3. 32 (m, 1H), 1.96-1. 92 (m, 2H), 1.70-1. 59 (m, 2H).
72.2% With hydrogenchloride In 1,4-dioxane; ethanol A mixture of the amine (Step A, Intermediate 3) (13.2 g, 49.4 mmol), 4N HCl/dioxane (12.5 mL, 49.4 mmol), Pd/C 10percent (1.1 g), dioxane (30 mL), and EtOH (120 mL) was placed under par-shaker and shook at 35 Lb pressure overnight. The reaction mixture was filtered through celite and concentrated to dryness. The concentrate was stirred in DCM. The precipitate was filtered and dried to yield Intermediate 3 (4.91g, 72.2percent). 1H NMR (400MHz, CD30D) 5 3.99 (dd, J=12. 1 Hz, 5.1 Hz, 2H), 1.89 (td, J=11. 9 Hz, 2.1 Hz, 2H), 3.38-3. 32 (m, 1H), 1.96-1. 92 (m, 2H), 1.70-1. 59 (m, 2H).
Reference: [1] Patent: WO2004/82682, 2004, A1, . Location in patent: Page 47
[2] Patent: WO2003/93231, 2003, A2, . Location in patent: Page/Page column 53
  • 5
  • [ 116312-69-7 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
65% With hydrogen In ethanol at 75℃; for 6 h; To a flask having an inner volume of 30 ml, made of glass and equipped with a stirring device, a thermometer and a reflux condenser were charged 260 mg (2.08 mmol) of 4-hydrazinotetrahydropyran with a purity of 93percent synthesised in the same manner as in the above-mentioned (1), 92 mg of developed Raney nickel and 2.5 ml of ethanol, and the mixture was reacted at 75°C for 6 hours under hydrogen atmosphere.
After completion of the reaction, the reaction mixture was cooled to room temperature and filtered, and the filtrate was analyzed (internal standard method) by gas chromatography, 136 mg (Reaction yield: 65percent) of 4-aminotetrahydropyran was found to be formed.
Reference: [1] Patent: EP1661894, 2006, A1, . Location in patent: Page/Page column 7
[2] Patent: EP1661894, 2006, A1, . Location in patent: Page/Page column 11-12
  • 6
  • [ 542-28-9 ]
  • [ 38041-19-9 ]
YieldReaction ConditionsOperation in experiment
12% With ammonium acetate; sodium cyanoborohydride In methanol EXAMPLE 21
N-4-Tetrahydropyranyl-4-(1H-2-methylimidazo[4,5-c]pyridin-1-ylmethyl)-N-{3-[6-(3-pyrrolidin-1-yl-1-{4-tolyl}-prop-1E-enyl)-pyridin-2-yl]-prop-2E-enyl}-benzamide STR32 (a) 4-Amino-tetrahydropyran
A mixture of tetrahydropyranone (1.0 g, 10.0 mmol), ammonium acetate (7.69 g, 100.0 mmol), 3 Å molecular sieve powder (2.5 g) and sodium cyanoborohydride (1.25 g, 20.0 mmol) suspended in dry methanol (50 ml) under a blanket of argon was refluxed for 2 hours and allowed to cool to room temperature.
The suspension was filtered and concentrated under reduced pressure.
The residue was partitioned between DCM and water.
The organic layer was extracted with 1M HCl (*2).
The combined extracts were basified with 5M sodium hydroxide solution and extracted with DCM.
The combined organics were dried over magnesium sulphate, filtered and concentrated under reduced pressure to yield 4-amino-tetrahydropyran as a colourless oil (120 mg, 12percent).
1 H-NMR; δ (CDCl3), 3.95-3.86 (2H, m), 3.38-3.27 (2H, m), 2.85-2.73 (1H, m), 1.79-1.67 (2H, m), 1.40-1.24 (2H, m).
Reference: [1] Patent: US5866588, 1999, A,
  • 7
  • [ 2081-44-9 ]
  • [ 38041-19-9 ]
Reference: [1] Angewandte Chemie - International Edition, 2010, vol. 49, # 44, p. 8126 - 8129
  • 8
  • [ 1080028-76-7 ]
  • [ 38041-19-9 ]
Reference: [1] Chemistry - A European Journal, 2011, vol. 17, # 17, p. 4705 - 4708
  • 9
  • [ 5337-03-1 ]
  • [ 38041-19-9 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1938, vol. 535, p. 37,45
  • 10
  • [ 38041-19-9 ]
  • [ 50-00-0 ]
  • [ 220641-87-2 ]
Reference: [1] Patent: WO2007/84786, 2007, A1, . Location in patent: Page/Page column 136
  • 11
  • [ 38041-19-9 ]
  • [ 33024-60-1 ]
Reference: [1] Patent: EP1661894, 2006, A1, . Location in patent: Page/Page column 9-10
[2] Patent: EP1661894, 2006, A1, . Location in patent: Page/Page column 11
  • 12
  • [ 38041-19-9 ]
  • [ 1245649-58-4 ]
Reference: [1] Patent: WO2014/100695, 2014, A1,
[2] Patent: WO2014/100695, 2014, A1,
[3] Patent: WO2014/151147, 2014, A1,
[4] Patent: US2015/30588, 2015, A1,
[5] Patent: US9295673, 2016, B2,
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 38041-19-9 ]

Amines

Chemical Structure| 33024-60-1

[ 33024-60-1 ]

Tetrahydro-2H-pyran-4-amine hydrochloride

Similarity: 0.95

Chemical Structure| 220641-87-2

[ 220641-87-2 ]

N-Methyltetrahydro-2H-pyran-4-amine

Similarity: 0.84

Chemical Structure| 851389-38-3

[ 851389-38-3 ]

4-Methyltetrahydro-2H-pyran-4-amine hydrochloride

Similarity: 0.84

Chemical Structure| 211814-15-2

[ 211814-15-2 ]

N-Ethyltetrahydro-2H-pyran-4-amine

Similarity: 0.81

Chemical Structure| 1245724-46-2

[ 1245724-46-2 ]

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride

Similarity: 0.77

Related Parent Nucleus of
[ 38041-19-9 ]

Tetrahydropyrans

Chemical Structure| 33024-60-1

[ 33024-60-1 ]

Tetrahydro-2H-pyran-4-amine hydrochloride

Similarity: 0.95

Chemical Structure| 220641-87-2

[ 220641-87-2 ]

N-Methyltetrahydro-2H-pyran-4-amine

Similarity: 0.84

Chemical Structure| 851389-38-3

[ 851389-38-3 ]

4-Methyltetrahydro-2H-pyran-4-amine hydrochloride

Similarity: 0.84

Chemical Structure| 211814-15-2

[ 211814-15-2 ]

N-Ethyltetrahydro-2H-pyran-4-amine

Similarity: 0.81

Chemical Structure| 1245724-46-2

[ 1245724-46-2 ]

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride

Similarity: 0.77