Home Cart 0 Sign in  
X

[ CAS No. 102308-62-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 102308-62-3
Chemical Structure| 102308-62-3
Chemical Structure| 102308-62-3
Structure of 102308-62-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 102308-62-3 ]

Related Doc. of [ 102308-62-3 ]

Alternatived Products of [ 102308-62-3 ]

Product Details of [ 102308-62-3 ]

CAS No. :102308-62-3 MDL No. :MFCD00187210
Formula : C9H10N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :JVQPVKJZKRICRR-UHFFFAOYSA-N
M.W : 210.19 Pubchem ID :3796284
Synonyms :

Calculated chemistry of [ 102308-62-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 4
Num. H-bond acceptors : 5.0
Num. H-bond donors : 2.0
Molar Refractivity : 54.32
TPSA : 109.14 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) : -8.7 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.89
Log Po/w (XLOGP3) : -1.57
Log Po/w (WLOGP) : 0.74
Log Po/w (MLOGP) : 0.08
Log Po/w (SILICOS-IT) : -1.24
Consensus Log Po/w : -0.22

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.19
Solubility : 137.0 mg/ml ; 0.652 mol/l
Class : Very soluble
Log S (Ali) : -0.21
Solubility : 128.0 mg/ml ; 0.611 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.25
Solubility : 11.7 mg/ml ; 0.0558 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.01

Safety of [ 102308-62-3 ]

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

Application In Synthesis of [ 102308-62-3 ]

* 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 [ 102308-62-3 ]
  • Downstream synthetic route of [ 102308-62-3 ]

[ 102308-62-3 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 141-82-2 ]
  • [ 555-16-8 ]
  • [ 102308-62-3 ]
YieldReaction ConditionsOperation in experiment
69% With ammonium acetate In butan-1-olReflux General procedure: A mixture of appropriate aldehyde 2.40 g (1-15), 2.44 g ofmalonic acid and 3.54 g of ammonium acetate (1:1.1:2.3), in 200mLof the 1-butanol was refluxed for 1.5-2 h until the evolution of CO2ceased. The precipitate formed was filtered and washed withboiling 1-butanol (2 x 50 mL), boiling ethanol (2 x 50 mL) and100mL of water. Precipitates were dried at 80-100 °C for 8-10 h.Purity of product was checked by TLC, and yield obtained about65-80percent in each reaction.
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 252 - 268
  • 2
  • [ 619-89-6 ]
  • [ 102308-62-3 ]
YieldReaction ConditionsOperation in experiment
49% With hydroxylamine hydrochloride; sodium ethanolate In waterHeating / reflux To a hot solution of sodium ethoxide prepared from sodium (9.33 g, 405 mmol) and EtOH (330 ml) was added a hot solution of hydroxylamine hydrochloride (28.17 g, 405 mmol) in water (18 ml). A white precipitate was formed immediately. The mixture was cooled rapidly and the solid removed by filtration and washed with EtOH (40 ml). The filtrate was then returned to the reaction flask and 4-nitrocinnamic acid (30 g, 155 mmol) was added. The mixture was heated to reflux overnight. The resulting mixture was cooled to 0° and the precipitate filtered off and the solid washed with EtOH (50 ml), water (50 ml) and finally EtOH (50 ml) to give the title compound as a pale yellow solid (16 g, 49percent). δH (D2O) 8.31 (2H, d, J 8.7 Hz, ArH), 7.69 (2H, d, J 8.7 Hz, ArH), 4.81 (1H, app. dd. J 7.2, 7.1 CHNH2), 2.94 (1H, dd, J 16.4, 7.7 Hz, CHAHB) and 2.86 (1H, dd, J 16.4 and 6.7 Hz, CHAHB); m/z (ES+, 60V) 211 (MH+).
Reference: [1] Patent: US6953798, 2005, B1, . Location in patent: Page/Page column 20
  • 3
  • [ 555-16-8 ]
  • [ 102308-62-3 ]
YieldReaction ConditionsOperation in experiment
14% With ammonium acetate; malonic acid In ethanol; water EXAMPLE 38
Preparation of N-(4-Cyanophenyl)-N--[3-(3-(4--nitrophenyl)propionic acid)]urea sodium salt
A stirred suspension of ammonium acetate (30.8 g, 400 mmol) and 4-nitrobenzaldehyde (30.2 g, 200 mmol) in 50 mL of 95percent ethanol was heated to 45 °C.
To the resulting thick slurry was added 75 mL of 95percent ethanol and malonic acid (20.8 g, 200 mmol).
The reaction mixture was heated at reflux for 24 h.
The cooled reaction mixture was filtered and the solid washed with copious amounts of ethanol.
The solid was air-dried to afford 42.55 g of crude product as a pale orange powder.
The crude product (35 g) was slurried in 300 mL of water, heated to 55°C, and the pH adjusted to 1 with concentrated HCl.
After cooling to RT, the slurry was filtered and the solid washed with water.
The filtrate was concentrated to approximately 250 mL and the pH adjusted to 7 with 1 N NaOH.
The resulting suspension was stirred overnight and then filtered.
The solid was dried in vacuo to afford 4.95 g (14percent) of 3-amino-3-(4--nitrophenyl)propionic acid as a white powder: 1H NMR (D2O/NaOD/TSP) δ 8.15 (d, J = 8.7 Hz, 2 H), 7.56 (d, J = 8.7 Hz, 2 H), 4.38 (t, J = 7.3 Hz, 1 H), 2.72-2.52 (m, 2 H); 13C NMR (D2O/NaOD/TSP) δ 182.2, 155.3, 149.3, 130.1, 126.6, 55.5, 49.5.
Reference: [1] Patent: EP355819, 1990, A1,
  • 4
  • [ 460039-81-0 ]
  • [ 882-06-4 ]
  • [ 54267-71-9 ]
  • [ 102308-62-3 ]
Reference: [1] Tetrahedron, 2002, vol. 58, # 37, p. 7449 - 7461
  • 5
  • [ 555-16-8 ]
  • [ 102308-62-3 ]
Reference: [1] Tetrahedron, 2002, vol. 58, # 37, p. 7449 - 7461
[2] Tetrahedron, 2002, vol. 58, # 37, p. 7449 - 7461
  • 6
  • [ 54267-71-9 ]
  • [ 102308-62-3 ]
Reference: [1] Tetrahedron, 2002, vol. 58, # 37, p. 7449 - 7461
  • 7
  • [ 54267-71-9 ]
  • [ 882-06-4 ]
  • [ 102308-62-3 ]
  • [ 460039-81-0 ]
Reference: [1] Tetrahedron, 2002, vol. 58, # 37, p. 7449 - 7461
  • 8
  • [ 953-26-4 ]
  • [ 102308-62-3 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1912, vol. 389, p. 36,111
  • 9
  • [ 64-17-5 ]
  • [ 953-26-4 ]
  • [ 7803-49-8 ]
  • [ 102308-62-3 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1912, vol. 389, p. 36,111
  • 10
  • [ 64-17-5 ]
  • [ 882-06-4 ]
  • [ 7803-49-8 ]
  • [ 10342-64-0 ]
  • [ 102308-62-3 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1912, vol. 389, p. 36,111
  • 11
  • [ 67-56-1 ]
  • [ 102308-62-3 ]
  • [ 273920-24-4 ]
YieldReaction ConditionsOperation in experiment
100% at 20℃; Intermediate 1 (5 g, 23.8 mmol) was added to a solution of acetyl chloride (5 ml) in MeOH (125 ml). The resulting solution was stirred at room temperature overnight. The solvents were then removed in vacuo and the resulting solid was triturated with hot ether, collected by filtration and washed with more ether to leave the title compound as a pale yellow powder (5.35 g, 100percent). δH (D2O) 8.32 (2H, d, J 8.9 Hz, ArH), 8.75 (2H, d, J 8.9 Hz, ArH), 4.90 (1H, dd, J 7.2, 6.9 Hz, CHNH2), 3.70 (3H, s, CO2Me), 3.19 (1H, dd, J 17.1, 7.5 Hz, CHAHB) and 3.09 (1H, dd, J 17.1, 6.6 Hz, CHAHB); m/z (ES+, 60V) 225 (MH+).
Reference: [1] Patent: US6953798, 2005, B1, . Location in patent: Page/Page column 20
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 24, p. 8619 - 8626
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 102308-62-3 ]

Amino Acid Derivatives

Chemical Structure| 5678-47-7

[ 5678-47-7 ]

3-Amino-3-(3-nitrophenyl)propanoic acid

Similarity: 0.98

Chemical Structure| 787544-61-0

[ 787544-61-0 ]

(R)-3-Amino-3-(3-nitrophenyl)propionic acid

Similarity: 0.98

Chemical Structure| 734529-57-8

[ 734529-57-8 ]

(S)-3-Amino-3-(3-nitrophenyl)propanoic acid

Similarity: 0.98

Chemical Structure| 270062-87-8

[ 270062-87-8 ]

H-β-HoPhe(4-NO2)-OH

Similarity: 0.93

Chemical Structure| 273920-24-4

[ 273920-24-4 ]

Methyl 3-amino-3-(4-nitrophenyl)propanoate

Similarity: 0.91