Home Cart 0 Sign in  

[ CAS No. 3918-92-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 3918-92-1
Chemical Structure| 3918-92-1
Structure of 3918-92-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 3918-92-1 ]

Related Doc. of [ 3918-92-1 ]

Alternatived Products of [ 3918-92-1 ]

Product Details of [ 3918-92-1 ]

CAS No. :3918-92-1 MDL No. :MFCD00020423
Formula : C14H20N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :GJNDXQBALKCYSZ-RYUDHWBXSA-N
M.W : 264.32 Pubchem ID :6993120
Synonyms :
H-Val-Phe-OH;Valylphenylalanine

Calculated chemistry of [ 3918-92-1 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.43
Num. rotatable bonds : 7
Num. H-bond acceptors : 4.0
Num. H-bond donors : 3.0
Molar Refractivity : 72.54
TPSA : 92.42 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) : -9.45 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.2
Log Po/w (XLOGP3) : -2.16
Log Po/w (WLOGP) : 0.78
Log Po/w (MLOGP) : 1.15
Log Po/w (SILICOS-IT) : 1.23
Consensus Log Po/w : 0.44

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.11
Solubility : 341.0 mg/ml ; 1.29 mol/l
Class : Highly soluble
Log S (Ali) : 0.75
Solubility : 1480.0 mg/ml ; 5.62 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -2.74
Solubility : 0.481 mg/ml ; 0.00182 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.59

Safety of [ 3918-92-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3918-92-1 ]

* 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 [ 3918-92-1 ]

[ 3918-92-1 ] Synthesis Path-Downstream   1~22

  • 1
  • [ 3918-92-1 ]
  • L-Val-L-Phe-L-Val-L-Phe [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 40℃; incubated with protease from Streptomyces cellulosae; pH 7.0;
  • 2
  • [ 3918-92-1 ]
  • L-Val-L-Phe-L-Val-L-Phe-L-Val-L-Phe [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 40℃; incubated with protease from Streptomyces cellulosae; pH 7.0;
  • 3
  • [ 129678-27-9 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
With water at 30℃; Peptidamidase aus dem Flavedo von Orangen; Yield given;
YieldReaction ConditionsOperation in experiment
α-MAPI-O; Trypsin;
  • 6
  • [ 2899-60-7 ]
  • [ 3918-92-1 ]
  • N-benzyloxycarbonyl-glycyl-L-valyl-L-phenylalanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine In 1,2-dimethoxyethane; water at 20℃;
  • 8
  • [ 41445-88-9 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Stage #1: Z-Val-OCO2iBu; (S)-Phe ester salt With 4-methyl-morpholine In dichloromethane at -15 - 20℃; Stage #2: With hydrogen In methanol for 24h; Further stages.;
  • 9
  • [ 1149-26-4 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: N-methylmorpholine / CH2Cl2 / 0.33 h / -15 °C 2.1: N-methylmorpholine / CH2Cl2 / -15 - 20 °C 2.2: H2 / Pd/C / methanol / 24 h / 4654.46 Torr
Multi-step reaction with 3 steps 1: N-methyl morpholine / CH2Cl2 / 0.33 h / -15 °C 2: N-methyl morpholine / CH2Cl2 / -15 - 20 °C 3: H2 / Pd/C / methanol / 24 h / 4654.33 Torr
Multi-step reaction with 3 steps 1: N-methylmorpholine / CH2Cl2 / 0.33 h / -15 °C 2: N-methylmorpholine / CH2Cl2 / 1 h / -15 °C 3: H2 / Pd/C / methanol / 24 h / 4654.33 Torr
  • 10
  • [ 41445-88-9 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-methyl morpholine / CH2Cl2 / -15 - 20 °C 2: H2 / Pd/C / methanol / 24 h / 4654.33 Torr
Multi-step reaction with 2 steps 1: N-methylmorpholine / CH2Cl2 / 1 h / -15 °C 2: H2 / Pd/C / methanol / 24 h / 4654.33 Torr
  • 11
  • [ 3918-92-1 ]
  • [ 82985-55-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80 percent / Et3N / 1,2-dimethoxy-ethane; H2O / 20 °C 2: 22 percent / H2 / Pd/C / methanol / 3 h / 25 °C / 1551.49 Torr
  • 12
  • copper(II) carbonate [ No CAS ]
  • [ 3918-92-1 ]
  • [(L-val-L-phe) copper(II)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In water CuCO3 added to aq. soln. of dipeptide; after stirring, excess carbonate filtered off; blue soln. concentrated by slow evaporation until formation of crystals; crystals separated by filtration; washed with small portions of 1:2 water-acetone; elem. anal.;
  • 13
  • [ 3918-92-1 ]
  • [ 108-24-7 ]
  • [ 148333-43-1 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide In water at 20℃; for 3h;
  • 14
  • [ 154050-82-5 ]
  • [ 3918-92-1 ]
  • [ 1464168-35-1 ]
YieldReaction ConditionsOperation in experiment
62% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;
  • 15
  • [ 68858-20-8 ]
  • [ 35661-40-6 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Stage #1: N-Fmoc L-Phe With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Inert atmosphere; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Stage #3: Fmoc-Val-OH Further stages;
  • 16
  • [ 7524-50-7 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.25 h / 0 °C 1.2: 24 h / 20 °C 2.1: sodium hydroxide / methanol / 10 h 3.1: trifluoroacetic acid / 2 h / 20 °C
  • 17
  • [ 20902-47-0 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 10 h 2: trifluoroacetic acid / 2 h / 20 °C
  • 18
  • [ 108334-64-1 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid at 20℃; for 2h;
  • 19
  • [ 13734-41-3 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.25 h / 0 °C 1.2: 24 h / 20 °C 2.1: sodium hydroxide / methanol / 10 h 3.1: trifluoroacetic acid / 2 h / 20 °C
  • 20
  • [ 63-91-2 ]
  • [ 24601-74-9 ]
  • [ 3918-92-1 ]
YieldReaction ConditionsOperation in experiment
82 %Chromat. Stage #1: L-phenylalanine; (S)-4-isopropyloxazolidine-2,5-dione With potassium hydroxide In water at 0 - 2℃; for 0.233333h; Flow reactor; Stage #2: With sulfuric acid In water
  • 21
  • [ 484-11-7 ]
  • [ 3918-92-1 ]
  • [ 7732-18-5 ]
  • C28H30CuN4O3*3H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide In ethanol 2.1 Synthesis of the complexes and analytical characterization General procedure: Heteroleptic Cu-dipeptide-necuproine complexes where L-dipeptide: Gly-Val, Gly-Leu, Gly-Phe, Ala-Gly, Ala-Phe, Val-Phe, Phe-Ala or Phe-Phe were obtained as follows (Fig. 1). 0.1mmol of dipeptide were dissolved in the minimum volume of warm water (10-50mL) and 0.1mmol of CuSO4·5H2O was added. The pH was adjusted to 7 with a 0.1M NaOH solution. A solution of 0.1mmol of neo in 5mL of ethanol was added, while stirring. The compounds were isolated by evaporation at 40-50°C, until blue crystals were formed. Yield 60-70%. Crystals suitable for X-ray analysis were obtained by slow evaporation of solvent at room temperature.
  • 22
  • copper(II) carbonate [ No CAS ]
  • [ 3918-92-1 ]
  • [ 7732-18-5 ]
  • C14H24CuN2O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 60 - 80℃; for 1h; [Cu(dipeptide)(tmp)] complexes General procedure: A solution of [Cu(dipeptide)] precursor with general formula[Cu(dipeptide)] was firstly obtained by dissolving thecorresponding dipeptide in the minimum volume of H2O.To this solution, a 50% excess of CuCO3was added andstirred at 60-80 °C for 1 h. The CuCO3that was not solubilizedwas filtered off. The resulting blue solution wasevaporated at 60-80 °C until an adequate amount of solidis obtained which was then filtered off, washed with coldH2Oand air dried, as described by Facchin et al. [23]. Theadequate amount of solid (0.1 mmol) was dissolved in hotH2Oto make 50 mL of a 2 mM, solution (0.1 mmol). Itwas mixed under stirring at 60 °C with 10 mL of a 0.01 Methanolic solution of tmp (0.1 mmol). The dipeptidesused were: Gly-Gly, l-Gly-Phe, l-Ala-Gly, l-Ala-Phe, l-Val-Phe, l-Phe-Ala, and l-Phe-Phe. In all cases a darkblue-green solid was obtained after evaporation at 25 °C.Yield: 50-70%. Figure 1 presents a scheme of the syntheticprocedure and of the proposed coordination of thecomplexes. Blue prismatic crystals were obtained for[Cu(Gly-Gly)(tmp)]·6H2O by recrystallization in 95%ethanol. Recrystallization tests for the remaining ternarycomplexes were unsuccessful.The obtained solids correspond to the general formula[Cu(l-dipeptide)(tmp)]·xCH3CH2OHxH2O, where thedipeptide acts as a - 2 anion, making neutral complexesof the following formulas and elemental compositions.[Cu(Gly-Gly)(tmp)]·6H2O C1 Calc. for C20H34CuN4O9/Found: %C: 44.64/44.68, %N: 10.41/10.25, %H: 6.36/6.20;[Cu(l-Gly-Phe)(tmp)]·CH3CH2OH·2H2O C2 Calc./Found(C29H38CuN4O6) %C: 57.84/57.39, %N: 9.30/8.96, %H:6.36/5.90; [Cu(l-Ala-Gly)(tmp)]·3.5H2O C3 Calc./Found(C21H31CuN4O6.5) %C: 49.75/49.75, %N: 11.05/11.12,%H: 6.16/5.99; [Cu(l-Ala-Phe)(tmp)]·3H2O C4 Calc./Found (C28H36CuN4O6) %C: 57.18/57.52, %N: 9.52/9.40,%H: 6.17/6.07; [Cu(l-Val-Phe)(tmp)]·CH3CH2OH C5Calc./Found (C32H40CuN4O4) %C: 63.19/63.58, %N:9.21/8.79, %H: 6.62/6.15; [Cu(l-Phe-Ala)(tmp)]·3.5H2OC6 Calc./Found (C28H37CuN4O6.5) %C: 56.31/56.15, %N:9.38/9.29, %H: 6.24/6.34; [Cu(l-Phe-Phe)(tmp)]·2H2OC7 Calc./Found (C34H38CuN4O5) %C: 63.19/63.60, %N:8.67/8.59, %H: 5.93/5.74. Only complexes C1, C3 and C4are soluble in water to mM concentrations, all the complexesare soluble in DMSO and DMSO/water mixtures.
at 60 - 80℃; for 1h; [Cu(dipeptide)(tmp)] complexes General procedure: A solution of [Cu(dipeptide)] precursor with general formula[Cu(dipeptide)] was firstly obtained by dissolving thecorresponding dipeptide in the minimum volume of H2O.To this solution, a 50% excess of CuCO3was added andstirred at 60-80 °C for 1 h. The CuCO3that was not solubilizedwas filtered off. The resulting blue solution wasevaporated at 60-80 °C until an adequate amount of solidis obtained which was then filtered off, washed with coldH2Oand air dried, as described by Facchin et al. [23]. Theadequate amount of solid (0.1 mmol) was dissolved in hotH2Oto make 50 mL of a 2 mM, solution (0.1 mmol). Itwas mixed under stirring at 60 °C with 10 mL of a 0.01 Methanolic solution of tmp (0.1 mmol). The dipeptidesused were: Gly-Gly, l-Gly-Phe, l-Ala-Gly, l-Ala-Phe, l-Val-Phe, l-Phe-Ala, and l-Phe-Phe. In all cases a darkblue-green solid was obtained after evaporation at 25 °C.Yield: 50-70%. Figure 1 presents a scheme of the syntheticprocedure and of the proposed coordination of thecomplexes. Blue prismatic crystals were obtained for[Cu(Gly-Gly)(tmp)]·6H2O by recrystallization in 95%ethanol. Recrystallization tests for the remaining ternarycomplexes were unsuccessful.The obtained solids correspond to the general formula[Cu(l-dipeptide)(tmp)]·xCH3CH2OHxH2O, where thedipeptide acts as a - 2 anion, making neutral complexesof the following formulas and elemental compositions.[Cu(Gly-Gly)(tmp)]·6H2O C1 Calc. for C20H34CuN4O9/Found: %C: 44.64/44.68, %N: 10.41/10.25, %H: 6.36/6.20;[Cu(l-Gly-Phe)(tmp)]·CH3CH2OH·2H2O C2 Calc./Found(C29H38CuN4O6) %C: 57.84/57.39, %N: 9.30/8.96, %H:6.36/5.90; [Cu(l-Ala-Gly)(tmp)]·3.5H2O C3 Calc./Found(C21H31CuN4O6.5) %C: 49.75/49.75, %N: 11.05/11.12,%H: 6.16/5.99; [Cu(l-Ala-Phe)(tmp)]·3H2O C4 Calc./Found (C28H36CuN4O6) %C: 57.18/57.52, %N: 9.52/9.40,%H: 6.17/6.07; [Cu(l-Val-Phe)(tmp)]·CH3CH2OH C5Calc./Found (C32H40CuN4O4) %C: 63.19/63.58, %N:9.21/8.79, %H: 6.62/6.15; [Cu(l-Phe-Ala)(tmp)]·3.5H2OC6 Calc./Found (C28H37CuN4O6.5) %C: 56.31/56.15, %N:9.38/9.29, %H: 6.24/6.34; [Cu(l-Phe-Phe)(tmp)]·2H2OC7 Calc./Found (C34H38CuN4O5) %C: 63.19/63.60, %N:8.67/8.59, %H: 5.93/5.74. Only complexes C1, C3 and C4are soluble in water to mM concentrations, all the complexesare soluble in DMSO and DMSO/water mixtures.
Same Skeleton Products
Historical Records