Home Cart Sign in  
Chemical Structure| 4394-85-8 Chemical Structure| 4394-85-8

Structure of 4394-85-8

Chemical Structure| 4394-85-8

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 4394-85-8 ]

CAS No. :4394-85-8
Formula : C5H9NO2
M.W : 115.13
SMILES Code : O=CN1CCOCC1
MDL No. :MFCD00006170
InChI Key :LCEDQNDDFOCWGG-UHFFFAOYSA-N
Pubchem ID :20417

Safety of [ 4394-85-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H316-H320-H317
Precautionary Statements:P501-P261-P272-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P333+P313

Computational Chemistry of [ 4394-85-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 8
Num. arom. heavy atoms 0
Fraction Csp3 0.8
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 32.52
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

29.54 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.33
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

-0.64
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.91
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.38
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.58
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.0

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.08
Solubility 94.8 mg/ml ; 0.823 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

0.49
Solubility 358.0 mg/ml ; 3.11 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Highly soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.04
Solubility 127.0 mg/ml ; 1.1 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.46 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

1.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.27

Application In Synthesis of [ 4394-85-8 ]

* 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 [ 4394-85-8 ]

[ 4394-85-8 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 4394-85-8 ]
  • [ 20358-03-6 ]
  • [ 112446-68-1 ]
  • 2
  • [ 4394-85-8 ]
  • [ 2674-34-2 ]
  • [ 7310-97-6 ]
  • 3
  • [ 4394-85-8 ]
  • [ 42362-16-3 ]
  • [ 134221-52-6 ]
  • 4
  • [ 4394-85-8 ]
  • [ 3430-18-0 ]
  • [ 885167-81-7 ]
YieldReaction ConditionsOperation in experiment
74% Method 4; Preparation of 6-bromo-5-methylnicotinaldehyde; 2,5-Dibromo-3-picoline (5.1 g, 20.30 mmol) in tetrahydrofuran (25 ml) was added dropwise to a 2M solution of isopropylmagnesium chloride (10.7 ml, 21.3 mmol) in tetrahydrofuran at 0 C. The solution was stirred for 2 hours at 0 C. and then for 1 hour at ambient temperature. A solution of 4-formylmorpholine (2.1 ml, 20.3 mmol) in tetrahydrofuran (25 ml) was added dropwise and the solution stirred at ambient temperature for 1 hour. The solution was poured into water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulphate, filtered and the solution concentrated under reduced pressure. The residue was purified by flash chromatography, eluting with 10% ethyl acetate in isohexane, to give the title compound (3.0 g, 74%); NMR Spectrum: (DMSO-d6) 2.44 (s, 3H), 8.19 (s, 1H), 8.73 (s, 1H), 10.09 (s, 1H).
74% Method 3; Preparation of 6-bromo-5-methvmicotmaldehvde; 2,5-Dibromo-3-picoline (5.1 g, 20.30 mmol) in tetrahydrofuran (25 ml) was added dropwise to a 2M solution of isopropylmagnesium chloride (10.7 ml, 21.3 mmol) in tetrahydrofuran at 0 0C. The solution was stirred for 2 hours at 0 0C and then for 1 hour at ambient temperature. A solution of 4-formylmorpholine (2.1 ml, 20.3 mmol) in tetrahydrofuran (25 ml) was added dropwise and the solution stirred at ambient temperature for 1 hour. The solution was poured into water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulphate, filtered and the solution concentrated under reduced pressure. The residue was purified by flash chromatography, eluting with 10 % ethyl acetate in isohexane, to give the title compound (3.0 g, 74 %); NMR Spectrum: (DMSO-d6) 2.44 (s, 3H), 8.19 (s, IH), 8.73 (s, IH), 10.09 (s, IH).
Under an argon atmosphere, a solution of 2 M isopropylmagnesium chloride in THF (5.5 ml) was cooled to -78 C., and a solution of 2,5-dibromo-3-methylpyridine (2.5 g) in THF (10 ml) was added dropwise. After stirring at the same temperature for 30 minutes, a solution of morpholine-4-carboaldehyde (1.26 g) in THF (5 ml) was added dropwise thereto, followed by elevating the temperature to 0 C. over 30 minutes, followed by stirring at 0 C. for 2 hours. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was dried over Na2SO4 and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain 6-bromo-5-methyl nicotine aldehyde (1.42 g).
  • 5
  • [ 4394-85-8 ]
  • [ 171663-13-1 ]
  • [ 170853-04-0 ]
YieldReaction ConditionsOperation in experiment
8.58g of t-Butyl N-(3-bromobenzyl)carbamate was dissolved in 100 ml of tetrahydrofuran, and the mixture was cooled to -78C under nitrogen atmosphere. 41 ml of butyl lithium (1.56 M solution in hexane) was added. After stirring was continued for 30 minutes, 6.91 g of N-formylmorpholine was added. After stirring was continued at -78C for 30 minutes, 1N-hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The solution was dried over anhydrous magnesium sulfate, filtered, and the solvent was distilled off, and the residue was purified by silica gel column chromatography, to give 4.762 g of the title compound in the 3:1 ? 3:2 hexane-ethyl acetate fraction.1H-NMR (CDCl3) delta : 1.44 (s, 9H) 4.40 (d, J=6.0Hz, 2H) 4.95 (br, 1H) 7.50 (m, 1H) 7.56-7.59 (m, 1H) 7.78-7.80 (m, 1H) 7.80 (s, 1H) 10.01 (s, 1H)
  • 7
  • [ 4394-85-8 ]
  • [ 3704-41-4 ]
  • [ 185245-02-7 ]
YieldReaction ConditionsOperation in experiment
As depicted in Scheme 25 below, <strong>[3704-41-4]2-(4-nitrophenyl)thiazole</strong> (19.9 mmol) dissolved in ether (20 ml) is added dropwise over 1 hour to a stirred and cooled (-78 C.) solution of butyl lithium (1.5 M) in n-hexane (20 ml, 29.9 mmol), diluted with ether (50 ml). The mixture is stirred at -78 C. for 30 minutes and then a solution of N-formylmorpholine (29.9 mmol) in ether (30 ml) is added dropwise over a time period of 15 minutes. After 30 minutes at -78 C., the mixture is washed with saturated aqueous NaHCO3 (30 ml) and extracted with ether (2*20 ml). The organic phase is dried over Na2SO4 and the solvent is removed under reduced pressure to give the crude <strong>[3704-41-4]2-(4-Nitro-phenyl)-thiazol</strong>e-5-carbaldehyde.
  • 8
  • [ 4394-85-8 ]
  • [ 19745-07-4 ]
  • [ 1357172-39-4 ]
  • 9
  • [ 4394-85-8 ]
  • [ 1480-65-5 ]
  • 5-chloro-2-fluoropyridine-3-carbaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
Formation of 5-chloro-2-fluoronicotinaldehyde (27)To a cold (0 °C) solution of diisopropylamine (12.8 mL, 91.2 mmol) in THF (100 mL) was added butyllithium (31.9 mL of 2.5 M, 79.8 mmol) over 5 min. After 5 min, the reaction was cooled to -78 °C for 15 min. Then <strong>[1480-65-5]5-chloro-2-fluoro-pyridine</strong> (10.0 g, 76.0 mmol) was slowly added over 5 min. The reaction was kept at -78 °C for an additional 1.5 hr. Then, morpholine-4- carbaldehyde (17.5 g, 152.1 mmol) was added rapidly. The mixture was stirred for a further 2 min and quenched with 10percent citric acid and the mixture was allowed to warm to room temperature. The pH was adjusted to 5-6 with additional citric acid solution. The mixture was extracted with dichloromethane (3 x 200 mL) and the combined organic layers were dried over Na2S04, filtered and concentrated. Flash chromatography (Si02, 0-25percent EtOAc-Hexanes, gradient eiution) provided the desired product as an off-white crystaiine solid (8.95 g, 74percent yield). LC-MS shows the mass for the desired product and the corresponding hydrate: NMR (300 MHz, CDC13) 5 10.28 (d, J = 8.4 Hz, 1 H), 8.41 (t, J= 1.4 Hz, 1 H) and 8.25 (dd, J = 2.7, 7.8 Hz, 1H) ppm; LC/MS Gradient 10-90percent, 0.1percent formic 5min, C 18/ACN, RT = 2.45 min, (M+H) 159.91.
To a stirred solution of 5chloro-24luoropyridine (15 g,114.5 mmcl) in THE (150 mL) was added LDA (85.8 mL, 171.7 mmcl) drop wise at 78 °C. After stirred for 1.5 h, the morpholine4-carbaldehyde was added to the above solution and the mixture solution was stirred at 78 °C for another 2 h. After TLC (petroleum ether: EtOAc = 5:1) showed the. . Z 1 L.. IL.. f?OIcomp.euu UI LI reauu I, Lie iedclur VY uenci eu uy lIe uuIuuI UI 1 U /0 iLi i NU.The reaction mixture was then allowed to warm up to room temperature and adjusted to pH = 5-6. The mixture was extracted with DCM (100 mL x 3) and the combined organic layers were dried over anhydrous Na2SO4,filtered and concentrated in vacuo to give a crude title compound (2.8 g, 15percent yield) as a while solid. MS: 160.0 [M±H]. This crude product wasused directly in the next step without tudher purification.
  • 10
  • [ 4394-85-8 ]
  • [ 4175-77-3 ]
  • [ 167366-05-4 ]
YieldReaction ConditionsOperation in experiment
61% General procedure: The reaction was carried out in a sealed tube under N2 using THF (4 mL) as the solvent. To the solution of tert-butyl 2-bromothiazole-4-carboxylate 1a (0.397 mmol), iPrMgCl·LiCl (1.3 M, 0.52 mmol) was added dropwise at -78 C. After 15 min the corresponding aldehyde (0.79-0.99 mmol) or N-formyl-morpholine (in the case of 2-formylthiazoles 3a-b) was added dropwise under stirring and the reaction mixture was stirred at -78 C for 10 min, then 1.5 h at 0 C. Saturated aqueous NH4Cl was added and the aqueous layer was extracted with Et2O (3 × 10 mL). The combined organic layers were washed with 5% aqueous HCl (10 mL), brine (10 mL), dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel using a mixture of EtOAc:P (petroleum ether) as eluent (see below) to give tert-butyl 2-(1-hydroxymethyl)thiazole-4-carboxylate derivatives rac-2a-h.
  • 11
  • [ 4394-85-8 ]
  • [ 452-08-4 ]
  • [ 426831-32-5 ]
  • [ 1441770-44-0 ]
  • 12
  • [ 4394-85-8 ]
  • [ 452-08-4 ]
  • [ 19415-51-1 ]
  • 13
  • [ 4394-85-8 ]
  • [ 33332-28-4 ]
  • [ 1448017-70-6 ]
YieldReaction ConditionsOperation in experiment
67% General procedure: To the N,N-diethylformamide (1ml) was added dropwise phenyl chloroformate (3.5equiv). The mixture was stirred for 10min at room temperature. Then <strong>[33332-28-4]6-chloro-2-aminopyrazine</strong> (1mmol) was introduced to the mixture. After 5min at 45°C, the mixture was basified with K2CO3(aq), extracted with ethyl acetate and washed with water. The organic layer was dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography to give the product.
  • 14
  • [ 4394-85-8 ]
  • [ 175278-30-5 ]
  • [ 1114808-89-7 ]
YieldReaction ConditionsOperation in experiment
62% Method 1 : To a solution of <strong>[175278-30-5]4-bromo-2-ethyliodobenzene</strong> (1 .61 mmol, 0.5 g) dissolved in anhydride THF (6 mL) at -785C was added 2.5 M n-butyllithium solution in hexane (1 .9 mmol, 0.77 mL) dropwise. The mixture was stirred 30 min at -78 5C before /V-formylmorpholine (3.69 mmol, 0.37 mL) was added and the reaction stirred at this temperature for 1 h. The reaction was quenched with aqueous 1 N HCI and extracted with EtAcO. The combined organic extracts were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. Purification of the crude material by flash chromatography on silica gel using an elution of 3percent ethylacetate in hexanes afforded the title compound (21 1 mg, 62percent). 1 H (400 MHz, CDCI3) delta 10.24 (1 H, s), 7.69 (1 H, d, J = 8.4 Hz), 7.51 (1 H, dd, J = 8.4 & 2 Hz), 7.48 (1 H, d, J = 2 Hz), 3.05 (2H, q, J = 7.6 Hz), 1 .28 (3H, t, J = 7.6 Hz). LC-MS: tR = 3.67 [M+H]+= 213/215 (method 3)
62% full text is not avalable from article
  • 15
  • [ 4394-85-8 ]
  • [ 111-83-1 ]
  • [ 13063-60-0 ]
YieldReaction ConditionsOperation in experiment
90% With potassium hydroxide; In water; at 100℃; for 12.0h;Green chemistry; General procedure: KOH (2.4mmol), H2O (1.0mL), (pseudo)halides 1 (0.8mmol), and formamides 2 (1.6mmol) were successively added into a reaction tube. Then the reaction mixture was stirred under the conditions shown in Tables 1-5. After the reactions were completed, the mixture was extracted by ethyl acetate, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure, and purified by flash chromatography to give products 3.
  • 16
  • [ 4394-85-8 ]
  • [ 4805-22-5 ]
  • [ 32364-72-0 ]
YieldReaction ConditionsOperation in experiment
69.4% TT-Br (1.00 g, 3.08 mmol) was dissolved in distilled tetrahydrofuran (THF, 30 mL). With stirring, a solution of 1.6 M n-butyllithium in hexane (3.64 mL) was added dropwise at -78C, and the reaction mixture was stirred for 2 h. After stirring, 4-formylmorpholine (0.820 g, 7.09 mmol) was added dropwise to the reaction mixture, stirred for another 1 h, and warmed to rt. After stirring at rt for 2 h, the mixture was poured into methanol (150 mL) and filtered to give a yellow solid product. Yield: 0.470 g (69.4%). 1H NMR (400 MHz, CDCl3): δ (ppm) 9.92 (s, 2H), 7.73 (d, J = 4.0 Hz, 2H), 7.43 (d, J = 3.9 Hz, 2H).
  • 17
  • [ 4394-85-8 ]
  • [ 6563-13-9 ]
  • 4-(6-methoxyquinolin-2-yl)morpholine [ No CAS ]
  • 18
  • [ 4394-85-8 ]
  • [ 161117-83-5 ]
  • 4-Formyl-2-methoxy-3-pyridinecarbamic acid 1,1-dimethylethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
81.3 g Under a nitrogen atmosphere, the entire batch of compound II in tetrahydrofuran solution, 70.2 tetramethylethylenediamine (0.6 mol, 1.5 eq) was added to the reaction flask.The temperature was lowered to -30 C, and 263.4 g of n-butyl lithium n-hexane solution (0.96 mol, 2.4 eq) was added dropwise. After the dropwise addition, the reaction was incubated for 2 hours.After the heat preservation was completed, 92.7 g of N-formylmorpholine (0.8 mol, 2.0 eq) was added and stirred for 30 min.After the reaction is completed, the temperature is controlled at 0-20 C, the pH value is adjusted to 5-7 with 3N hydrochloric acid, the layers are separated, 200g of methylene chloride is added to the aqueous phase, and extraction is performed once.Combine the organic phases, concentrate under reduced pressure until a large amount of solid precipitates, add 300g of n-heptane,After steaming to a certain volume, beating and filtering, 81.3 g of yellow solid (80% yield in two steps) is obtained as compound III.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 4394-85-8 ]

Aldehydes

Chemical Structure| 2700-30-3

A212826 [2700-30-3]

N,N-Diisopropylformamide

Similarity: 0.59

Chemical Structure| 6282-00-4

A104657 [6282-00-4]

N,N-Dipropylformamide

Similarity: 0.57

Chemical Structure| 835633-50-6

A284205 [835633-50-6]

4-(Hydroxymethyl)piperidine-1-carbaldehyde

Similarity: 0.50

Related Parent Nucleus of
[ 4394-85-8 ]

Morpholines

Chemical Structure| 1696-20-4

A127021 [1696-20-4]

1-Morpholinoethanone

Similarity: 0.89

Chemical Structure| 51068-78-1

A231662 [51068-78-1]

2-Hydroxy-1-morpholinoethanone

Similarity: 0.83

Chemical Structure| 622-40-2

A193705 [622-40-2]

2-Morpholinoethanol

Similarity: 0.80

Chemical Structure| 38952-61-3

A277389 [38952-61-3]

N,N-Dimethylmorpholine-4-carboxamide

Similarity: 0.78

Chemical Structure| 38952-62-4

A445205 [38952-62-4]

Dimorpholinomethanone

Similarity: 0.78