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[ CAS No. 38945-21-0 ] {[proInfo.proName]}

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Chemical Structure| 38945-21-0
Chemical Structure| 38945-21-0
Structure of 38945-21-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 38945-21-0 ]

CAS No. :38945-21-0 MDL No. :MFCD00012957
Formula : C3H8ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :XIQUJVRFXPBMHS-UHFFFAOYSA-N
M.W : 109.55 Pubchem ID :3084724
Synonyms :

Calculated chemistry of [ 38945-21-0 ]

Physicochemical Properties

Num. heavy atoms : 6
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 26.82
TPSA : 35.25 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.41 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 0.78
Log Po/w (WLOGP) : 0.86
Log Po/w (MLOGP) : 0.49
Log Po/w (SILICOS-IT) : -0.47
Consensus Log Po/w : 0.33

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.88
Solubility : 14.5 mg/ml ; 0.132 mol/l
Class : Very soluble
Log S (Ali) : -1.1
Solubility : 8.69 mg/ml ; 0.0793 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 0.02
Solubility : 116.0 mg/ml ; 1.06 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.86

Safety of [ 38945-21-0 ]

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 [ 38945-21-0 ]

* 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 [ 38945-21-0 ]
  • Downstream synthetic route of [ 38945-21-0 ]

[ 38945-21-0 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 39020-79-6 ]
  • [ 38945-21-0 ]
YieldReaction ConditionsOperation in experiment
88%
Stage #1: With methylhydrazine In dichloromethane at 0 - 20℃; for 2 h;
Stage #2: With hydrogenchloride In 1,4-dioxane at 0℃;
After 500 mg of hydroxyphthalimide (Aldrich) was dissolved in 5 ml of dimethylformamide under argon flow, 0.3 ml of allyl iodide (Aldrich) was added, and 0.5 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene (Aldrich) was slowly added. After the mixture was stirred at room temperature for 1 hour and 20 minutes, the reaction was stopped by adding a 2 N hydrochloric acid solution. The reaction liquid was diluted by adding 20 ml of ethyl acetate, followed by drying over magnesium sulfate and then filtering. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixture eluent of ethyl acetate/hexane (1:5) and then dried to obtain 498 mg of a compound (yield: 80percent). The compound was dissolved in 5 ml of dichloromethane, and 0.11 ml of methyl hydrazine (TCI) was slowly added at 0° C. After the reaction liquid was stirred at room temperature for 2 hours, the temperature was again lowered to 0° C. The generated solid was then filtered out, and 1 ml of a 4 M-hydrochloric acid dioxane solution (Aldrich) was added to the residual filtrate, followed by filtration and drying, to obtain 236 mg of a solid (yield: 88percent). 16 mg of the obtained solid and 66 mg of SAC-0906 obtained as obtained above were dissolved in 1 ml of pyridine (Aldrich) under argon flow, followed by stirring at 80° C. for 4 hours. After the temperature was lowered to room temperature, the reaction liquid was acidified by adding a 2 N hydrochloric acid solution, followed by extraction with 20 ml of diethyl ether, drying over magnesium sulfate, and filtering. The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a mixed eluent of ethyl acetate/hexane (1:5) to obtain the target compound SAC-1011 (63 mg, yield: 86percent). 1H-NMR (300 MHz, CDCl3) δ6.02-5.89 (m, 1H), 5.86-5.76 (m, 2H), 5.34-5.32 (m, 1H), 5.28-5.19 (m, 2H), 5.15-5.11 (m, 2H), 4.52-4.50 (m, 2H), 4.24-4.12 (m, 3H), 3.58-3.48 (m, 1H), 2.42-0.60 (m, 35H)
Reference: [1] Patent: US2014/378399, 2014, A1, . Location in patent: Paragraph 0094
[2] Journal of Pharmacology and Experimental Therapeutics, 1999, vol. 288, # 2, p. 490 - 501
[3] European Journal of Medicinal Chemistry, 2014, vol. 75, p. 184 - 194
[4] Synlett, 2017, vol. 28, # 2, p. 214 - 220
  • 2
  • [ 542-75-6 ]
  • [ 38945-21-0 ]
YieldReaction ConditionsOperation in experiment
93% With N,N,N,N,N,N-hexamethylphosphoric triamide; hydroxylamine hydrochloride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In N,N-dimethyl-formamide at 30 - 40℃; for 1 h; Inert atmosphere; Large scale Under nitrogen gas environment, the reactor was put into acetate 810kg (molecular weight 74,11.0kmol), hydroxylamine hydrochloride 500kg (molecular weight 69.5,7.2kmol), 2kgDMF, stirred for 0.5 hour, to maintain 20-30 , dropping concentration of 30 mass percent sodium hydroxide solution 1000kg (7.5kmol), after the completion of dropwise addition, the reaction was kept 1 hour;After completion of the reaction, the reaction mixture was added to 2kg benzyl triethyl ammonium chloride and 970 kg of 1,3-dichloropropene (molecular weight 111,8.7kmol), was added dropwise a concentration of 30 mass percent sodium hydroxide solution 1000kg (7.5kmol ), and the reaction temperature was controlled at 30-40 deg.] C, the reaction was stirred for 1 hour;To the reaction solution was added at a concentration of 30percent by mass of hydrochloric acid 1000kg (8.2kmol), the reaction was warmed to 50-60 , incubated for 3 hours, the reaction was cooled to room temperature, added to a concentration of 30 mass percent sodium hydroxide solution and to pH7 -, toluene was added to 500kg, and extracted three times, to the water layer, the toluene solution of hydroxylamine O- allyl chloride to give the product desolventizing 720kg hydroxylamine O- allyl chloride (molecular weight 107.5,6.7kmol), yield 93.0percent, content ≥99percent.
Reference: [1] Patent: CN105601533, 2016, A, . Location in patent: Paragraph 0027; 0028; 0029; 0030
  • 3
  • [ 67160-15-0 ]
  • [ 38945-21-0 ]
YieldReaction ConditionsOperation in experiment
90% With hydrogenchloride In water at 110℃; for 2 h; Ethyl O-allyl acetohydroxamate (154.85 g, 0.85mol, 1eq) was added into a solution of 3 mol/L hydrochloric acid (425mL, 1.275mol, 1.5eq) for reflux reaction, at same time magnetic stirring, and heated at 110 ° C and carry on reaction for 2h, the reaction solution was concentrated with a water pump and precipitated as a white solid, the white solid was pulverized with methanol and dried and obtained 783.8 g of white crystals, melting point is 170.3 ° C, the titration purity is 98.8percent, and the yield is 90percent
Reference: [1] Patent: CN108530315, 2018, A, . Location in patent: Paragraph 0065; 0068; 0069
  • 4
  • [ 195708-27-1 ]
  • [ 38945-21-0 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 2, p. 358 - 361
  • 5
  • [ 106-95-6 ]
  • [ 38945-21-0 ]
Reference: [1] Patent: US4302463, 1981, A,
  • 6
  • [ 524-38-9 ]
  • [ 39020-79-6 ]
  • [ 106-95-6 ]
  • [ 38945-21-0 ]
Reference: [1] Patent: US4804684, 1989, A,
  • 7
  • [ 6542-54-7 ]
  • [ 38945-21-0 ]
Reference: [1] Journal of Agricultural and Food Chemistry, 2007, vol. 55, # 26, p. 10857 - 10863
  • 8
  • [ 42832-36-0 ]
  • [ 38945-21-0 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1982, vol. 21, # 4, p. 361 - 363
  • 9
  • [ 39020-79-6 ]
  • [ 38945-21-0 ]
  • [ 88-99-3 ]
Reference: [1] Organic and Biomolecular Chemistry, 2007, vol. 5, # 23, p. 3778 - 3786
  • 10
  • [ 124590-94-9 ]
  • [ 38945-21-0 ]
Reference: [1] Chemistry of Heterocyclic Compounds, 2005, vol. 41, # 6, p. 718 - 721
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