Home Cart 0 Sign in  
X

[ CAS No. 22102-92-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 22102-92-7
Chemical Structure| 22102-92-7
Chemical Structure| 22102-92-7
Structure of 22102-92-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 22102-92-7 ]

Related Doc. of [ 22102-92-7 ]

Alternatived Products of [ 22102-92-7 ]

Product Details of [ 22102-92-7 ]

CAS No. :22102-92-7 MDL No. :MFCD00522586
Formula : C10H15NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :HNYAWMSQSBERBE-UHFFFAOYSA-N
M.W : 213.23 Pubchem ID :152438
Synonyms :

Calculated chemistry of [ 22102-92-7 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.7
Num. rotatable bonds : 6
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 56.57
TPSA : 63.68 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.17
Log Po/w (XLOGP3) : 1.14
Log Po/w (WLOGP) : 0.79
Log Po/w (MLOGP) : 1.05
Log Po/w (SILICOS-IT) : 1.28
Consensus Log Po/w : 1.29

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.48
Solubility : 6.99 mg/ml ; 0.0328 mol/l
Class : Very soluble
Log S (Ali) : -2.07
Solubility : 1.81 mg/ml ; 0.00848 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.81
Solubility : 3.33 mg/ml ; 0.0156 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.47

Safety of [ 22102-92-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 22102-92-7 ]

* 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 [ 22102-92-7 ]

[ 22102-92-7 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 22102-92-7 ]
  • [ 2418-67-9 ]
  • [ 112-13-0 ]
  • N(α)-Caproyl-N(ω),N(ω)-didecanoyl-L-arginyl-glycin [ No CAS ]
  • 2
  • [ 22102-92-7 ]
  • [ 74-79-3 ]
  • [ 112-13-0 ]
  • N(α)-Caproyl-N(ω), N(ω)-didecanoyl-L-arginin [ No CAS ]
  • 3
  • [ 6066-82-6 ]
  • [ 142-62-1 ]
  • [ 22102-92-7 ]
YieldReaction ConditionsOperation in experiment
74% With dicyclohexyl-carbodiimide; In DMF (N,N-dimethyl-formamide); at 0℃; for 5h; To a solution of 4.64 g (0.04 mol) of hexanoic acid and 5.75 g (0.05 mol) of N-hydroxy succinimide in 100 mL distilled DMF, 10.3 g (0.05 mol) of DCCI was added. The mixture was cooled with an ice-water bath and stirred for 5 h. The dicyclohexyl urea (DCU) precipitate was removed by filtration, and the DMF solvent was removed by vacuum rotary evaporation. The yellow oil residue was washed with water and hexane to yield a white solid, which was vacuum dried at 78 C. to give 6.34 g (74%) of N-hexanoyloxy succinimide. IR (KBr): 1816 cm-1 (υ(CO) of ester), 1745-1786 cm-1 (υ(CO) of imide). 1H-NMR (DMSO-d6, ppm): 0.86 (3H, -CH3), 1.31 (4H, -(CH2)2CH3), 1.62 (2H, -CH2CH2COO-), 2.64 (2H, -CH2COO-), 2.80 (4H, -COCH2CH2CO-).
With dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile; at 20℃; Aliphatic acid (0.015 mol) was dissolved/suspended in THF/MeCN (~20 mL), Nhydroxysuccinamide(1.8 g, 0.015 mol) and N,N′-dicyclohexylcarbodiimide (3.3 g, 0.015mol) were added to the solution and stirred at rt overnight. The reaction mixture was cooled tobelow 0 C for 1 h before filtering, the filtrate was concentrated in vacuo to give the Nhydroxysuccinamideester as white solid. The reaction was carried out using hexanoic-,octanoic-, or decanoic acid to give the respective N-hydroxysuccinamide ester, with 80-85%yield. The crude product was used in the next step without purification.
With dicyclohexyl-carbodiimide; In ethyl acetate; at 20℃; for 20h; Hexanoic acid (58 mg, 0.5 mmol), Nhydroxysuccinimide(NHS, 63 mg, 0.55 mmol) and N,N'-dicyclohexylcarbodiimide (DCC, 113mg, 0.55 mmol) were dissolved in 15 ml of ethyl acetate (EtOAc) and stirred at roomtemperature for 20 h. The formed precipitate was filtered and activated acid 2a remained inthe filtrate. The ethyl acetate was evaporated under reduced pressure. The activatedhexanoic acid was dissolved in 1.5 ml of N,N-dimethylformamide (DMF), and 103 mg (0.45mmol) of 2'-deoxycytidine was added. The mixture was stirred at 30-35 C temperature for24-48 h. Completion of the reaction was determined by thin-layer chromatography (TLC,chloroform/methanol, 9/1 ). After the reaction was completed (TLC), DMF was evaporatedunder reduced pressure. The residue was dissolved in chloroform and purified by column chromatography (silica gel, chloroform/methanol mixture, 10:0→10:1 ). Yield 122 mg (75 %). MS (EST): m/z 326.10 [M+H]+; 324.10 [M-H]-. UV Amax 247; 298 nm. 1 H-NMR (DMSO-cf6): δ = 0.86 (t, 3H, J = 6.8 Hz, CH3); 1 .22 (m, 4H, CH2); 1.52 (m, 2H, CH2); 2.02 (m, 1 H, CH2); 2.29 (m, 1 H, CH2); 2.39 (t, 2H, J = 7.3 Hz, CH2); 3.61 (m, 1 H, CH2); 3.74 (m, 1 H, CH2); 3.93 (m, 2H, CH); 5.04 (s, 1 H, OH); 5.26 (s, 1 H, OH); 6.1 1 (t, 1 H, J = 6.0 Hz, CH); 7.23 (d, 1 H, J = 7.5 Hz, CH=CH); 8.32 (d, 1 H, J = 7.5 Hz, CH=CH); 10.83 (s, 1 H, NH). 13C-NMFt (DMSO-cf6): δ =14.26; 22.29; 24.61 ; 25.69; 31 .18; 36.24; 61 .42; 70.40; 86.60; 88.37; 95.72; 145.41 ; 154.93; 162.77; 174.39.
With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 23℃; for 16h;Inert atmosphere; General procedure: To a solution of the appropriate fatty acid 9b, 13b-37b (1.0equiv) in CH2Cl2 (0.1 M) at 0C was added N-hydroxysuccinimide (NHS, 1.0 equiv) and N,N'-dicyclohexylcarbodiimide (1.0 equiv). The reaction mixture was warmed to 23C and stirred 16 h. Theresulting mixture was filtered and the filtrate was concentrated under reduced pressure to provide NHS esters 9c, 13c-37c without further purification.

  • 4
  • [ 22102-92-7 ]
  • (R)-4-{(S)-2-[2-((S)-2-Amino-5-hydroxy-pentyloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester; compound with trifluoro-acetic acid [ No CAS ]
  • N-<(2RS,2'S)-2-<2-(hexanoylamino)-5-hydroxypentyloxy>propanoyl>-L-alanyl-D-isoglutamine benzyl ester [ No CAS ]
  • 5
  • [ 22102-92-7 ]
  • [ 29390-67-8 ]
  • [ 139365-43-8 ]
  • 6
  • [ 22102-92-7 ]
  • [ 105617-34-3 ]
  • (2S,3R)-2-hexanoylamino-4-octadecyn-1,3-diol [ No CAS ]
  • 8
  • [ 22102-92-7 ]
  • [ 112741-66-9 ]
  • [ 428510-07-0 ]
  • 9
  • [ 22102-92-7 ]
  • [ 97551-67-2 ]
  • [ 428510-06-9 ]
  • 10
  • [ 22102-92-7 ]
  • [ 115887-83-7 ]
  • Hexanoic acid ((3S,4S)-4-hydroxy-2-oxo-tetrahydro-furan-3-yl)-amide [ No CAS ]
  • 11
  • [ 22102-92-7 ]
  • [ 92754-75-1 ]
  • [ 428510-08-1 ]
  • 12
  • [ 22102-92-7 ]
  • N-<(2RS,2'S)-2-<2-(hexanoylamino)-5-hydroxypentyloxy>propanoyl>-L-alanyl-D-isoglutamine [ No CAS ]
  • 13
  • [ 22102-92-7 ]
  • N(α)-Caproyl-N(ω), N(ω)-didecanoyl-L-arginin-methylester [ No CAS ]
  • 14
  • [ 22102-92-7 ]
  • N(α)-Caproyl-N(ω),N(ω)-didecanoyl-L-arginyl-glycinmethylester [ No CAS ]
  • 15
  • dextran lactone [ No CAS ]
  • poly(vinyl amine) [ No CAS ]
  • [ 22102-92-7 ]
  • poly(N-vinyl dextran aldonamide-co-N-vinyl hexanoamide)(1:1.06) [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% In methanol; dimethyl sulfoxide; at 20 - 70℃; for 52h; (PNVDA-co-PNVH) (1:1.06) was prepared by reacting amino groups of PVAm with dextran lactone and N-hexanoyloxy succinimide simultaneously at a molar feed ratio of dextran lactone to N-hexanoyloxy succinimide of 1:1. Specifically, 0.54 g (0.4 mmol) of dextran lactone in 6 mL DMSO was added to a 2 mL methanol solution containing 34.2 mg of PVAm (0.8 mmol amino groups) and 85.2 mg (0.4 mmol) of N-hexanoyl succinimide. After stirring for 4 h at room temperature, the solution was heated to 70 C. with an oil bath and stirred for 2 days. The product solution was concentrated by vacuum distillation and precipitated by the addition of acetone. The precipitate was filtered and dried under vacuum at 78 C. overnight to give 0.53 g (81% yield) raw product. This was purified by extensive dialysis against water as described previously.
  • 16
  • [ 22102-92-7 ]
  • [ 498548-56-4 ]
  • [ 1080673-12-6 ]
  • [ 1039560-15-0 ]
  • 17
  • [ 22102-92-7 ]
  • [ 1072896-39-9 ]
  • [ 1072896-47-9 ]
  • 18
  • [ 22102-92-7 ]
  • AYSSGAPPMPPF [ No CAS ]
  • C63H90N12O17S [ No CAS ]
  • 19
  • [ 22102-92-7 ]
  • AAAYSSGAPPMPPF [ No CAS ]
  • C69H100N14O19S [ No CAS ]
  • 20
  • [ 22102-92-7 ]
  • [ 1354638-41-7 ]
  • 21
  • [ 22102-92-7 ]
  • [ 1354638-46-2 ]
  • 22
  • [ 22102-92-7 ]
  • [ 1354638-38-2 ]
  • 23
  • [ 22102-92-7 ]
  • [ 104566-44-1 ]
  • [ 1354638-35-9 ]
  • 24
  • [ 22102-92-7 ]
  • [ 1391114-31-0 ]
  • [ 1391114-32-1 ]
  • 25
  • [ 22102-92-7 ]
  • pentyl (sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-(2-amino-2-deoxy-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyl uronate)-(1-4)-(2-amino-2-deoxy-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-(2-amino-2-deoxy-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyl uronate)-(1-4)-2-amino-2-deoxy-6-O-sodium sulfonato-β-D-glucopyranoside [ No CAS ]
  • pentyl (sodium-2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium-2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium-2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1-4)-(sodium-2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1-4)-2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-β-D-glucopyranoside [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; at 0 - 20℃; for 16.25h; Example 3Pentyl (sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1→4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1→4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1→4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1→4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1→4)-(2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-α-D-glucopyranosyl)-(1→4)-(sodium 2-O-sodium sulfonato-α-L-idopyranosyluronate)-(1→4)-2-deoxy-2-(1-oxohexyl)amino-6-O-sodium sulfonato-β-D-glucopyranoside (Compound 3) To a solution of compound 43 (10 mg, 4.27 μmol) in water (0.3 mL) are added dropwise, at 0 C., diisopropylethylamine (20 μL, 26.8 molar equivalents) dissolved in N,N-dimethylformamide (200 μL) and <strong>[22102-92-7]N-hydroxysuccinimide hexanoate</strong> (18.2 mg, 20 molar equivalents) dissolved in N,N-dimethylformamide (500 μL). Stirring is continued at 0 C. for 15 minutes and then at room temperature for 16 hours. The reaction medium is then applied to a Sephadex G-25 column eluted with 0.2 M sodium chloride. The fractions containing the product are concentrated and desalified using the same column eluted with water. The fractions containing the product are then concentrated under high vacuum to give the desired compound 3 (4 mg, 34%).Chemical shifts of the anomeric protons (600 MHz, D2O) δ 5.11 IdoUAVIII, 5.08 GlcVII, 5.14 IdoUAVI, 5.09 GlcV, 5.13 IdoUAIV, 5.10 GlcIII, 5.14 IdoUAII, 4.47 GlcI “ESI” method, negative mode: multicharged ion detected m/z 627.6120 [M-4H]4- (acid form).
  • 26
  • [ 22102-92-7 ]
  • [ 134461-75-9 ]
  • [ 21043-28-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In acetonitrile;Reflux; Aliphatic acid (0.015 mol) was dissolved/suspended in THF/MeCN (~20 mL), Nhydroxysuccinamide(1.8 g, 0.015 mol) and N,N′-dicyclohexylcarbodiimide (3.3 g, 0.015mol) were added to the solution and stirred at rt overnight. The reaction mixture was cooled tobelow 0 C for 1 h before filtering, the filtrate was concentrated in vacuo to give the Nhydroxysuccinamideester as white solid. The reaction was carried out using hexanoic-,octanoic-, or decanoic acid to give the respective N-hydroxysuccinamide ester, with 80-85%yield. The crude product was used in the next step without purification.Adenine (1.9 g, 0.014 mol), N-hydroxysuccinamide ester (3.0 g, 0.014 mol) andK2CO3 (9.6 g, 0.074 mol) were dissolved/suspended in MeCN (~20 mL) and refluxedovernight. The reaction mixture was cooled to rt, quenched with water (10 mL) and extractedwith CHCl3 (3 × 15 mL), the organic layer was washed with water, brine and dried overanhydrous MgSO4, which was filtered out and the filtrate concentrated in vacuo to obtainwhite amorphous solid. The crude product was purified using a normal phase silica column(100% CHCl3 - 10% MeOH/CHCl3), to give 6N-acyl adenine. The reaction was carried outusing N-hydroxysuccinamide ester hexanoic acid, -octanoic acid, or -decanoic acid to give6N-hexanoyl adenine (1c), 6N-octanoyl adenine (1d) or 6N-decanoyl adenine (1e),respectively.
  • 27
  • 2-deoxy-2-amino glucose [ No CAS ]
  • [ 22102-92-7 ]
  • [ 13996-79-7 ]
  • 28
  • [ 6066-82-6 ]
  • C14H29N3O2*ClH [ No CAS ]
  • [ 22102-92-7 ]
  • 29
  • [ 142-62-1 ]
  • [ 22102-92-7 ]
  • 30
  • [ 22102-92-7 ]
  • [ 951-77-9 ]
  • N4-hexanoyl-2'-deoxycytidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide; at 30 - 35℃; Hexanoic acid (58 mg, 0.5 mmol), Nhydroxysuccinimide(NHS, 63 mg, 0.55 mmol) and N,N'-dicyclohexylcarbodiimide (DCC, 113mg, 0.55 mmol) were dissolved in 15 ml of ethyl acetate (EtOAc) and stirred at roomtemperature for 20 h. The formed precipitate was filtered and activated acid 2a remained inthe filtrate. The ethyl acetate was evaporated under reduced pressure. The activatedhexanoic acid was dissolved in 1.5 ml of N,N-dimethylformamide (DMF), and 103 mg (0.45mmol) of 2'-deoxycytidine was added. The mixture was stirred at 30-35 C temperature for24-48 h. Completion of the reaction was determined by thin-layer chromatography (TLC,chloroform/methanol, 9/1 ). After the reaction was completed (TLC), DMF was evaporatedunder reduced pressure. The residue was dissolved in chloroform and purified by column chromatography (silica gel, chloroform/methanol mixture, 10:0→10:1 ). Yield 122 mg (75 %). MS (EST): m/z 326.10 [M+H]+; 324.10 [M-H]-. UV Amax 247; 298 nm. 1 H-NMR (DMSO-cf6): δ = 0.86 (t, 3H, J = 6.8 Hz, CH3); 1 .22 (m, 4H, CH2); 1.52 (m, 2H, CH2); 2.02 (m, 1 H, CH2); 2.29 (m, 1 H, CH2); 2.39 (t, 2H, J = 7.3 Hz, CH2); 3.61 (m, 1 H, CH2); 3.74 (m, 1 H, CH2); 3.93 (m, 2H, CH); 5.04 (s, 1 H, OH); 5.26 (s, 1 H, OH); 6.1 1 (t, 1 H, J = 6.0 Hz, CH); 7.23 (d, 1 H, J = 7.5 Hz, CH=CH); 8.32 (d, 1 H, J = 7.5 Hz, CH=CH); 10.83 (s, 1 H, NH). 13C-NMFt (DMSO-cf6): δ =14.26; 22.29; 24.61 ; 25.69; 31 .18; 36.24; 61 .42; 70.40; 86.60; 88.37; 95.72; 145.41 ; 154.93; 162.77; 174.39.
  • 31
  • [ 22102-92-7 ]
  • hexanoyl-2'-deoxycytidine monophosphate [ No CAS ]
  • 32
  • [ 22102-92-7 ]
  • N4-hexanoyl-2'-deoxycytidine-5'-triphosphate [ No CAS ]
  • 33
  • [ 22102-92-7 ]
  • [ 112921-00-3 ]
  • [ 121-44-8 ]
  • 5'-O-[N-(hexanoyl)sulfamoyl]-2',3'-O-isopropylideneadenosine triethylammonium [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% General procedure: To a solution of 5'-O-sulfamoyl-20,30-O-isopropylideneadenosine (1.0 equiv) in anhydrous DMF (0.1 M) at 0 Cwere added cesium carbonate (3.0 equiv) and the appropriate N-hydroxysuccinimylester 9c, 13c-56c (1.5 equiv). The mixture was warmed to 23C and stirred for 16 h. The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by flash chromatography (0-20% EtOAc/MeOH 0.5%Et3N) afforded the title compounds 9d, 13d-56d as colorless oils.
  • 34
  • [ 22102-92-7 ]
  • 5'-O-[N-(hexanoyl)sulfamoyl]adenosine triethylammonium [ No CAS ]
  • 35
  • [ 22102-92-7 ]
  • [ 30148-50-6 ]
  • 1-hydroxyhexane-1,1-bis(H-phosphinate) disodium salt [ No CAS ]
Recommend Products
Same Skeleton Products
Historical Records