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[ CAS No. 66-84-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 66-84-2
Chemical Structure| 66-84-2
Structure of 66-84-2 * Storage: {[proInfo.prStorage]}

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Product Details of [ 66-84-2 ]

CAS No. :66-84-2 MDL No. :MFCD00135831
Formula : C6H14ClNO5 Boiling Point : -
Linear Structure Formula :- InChI Key :QKPLRMLTKYXDST-NSEZLWDYSA-N
M.W : 215.63 Pubchem ID :2723635
Synonyms :
D-(+)-Glucosamine hydrochloride;Chitosamine hydrochloride;NSC 758;NSC 234443;GlcN;D-(+)-Glucosamine;D-Glucosamine (hydrochloride)
Chemical Name :(2R,3R,4S,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal hydrochloride

Calculated chemistry of [ 66-84-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.83
Num. rotatable bonds : 5
Num. H-bond acceptors : 6.0
Num. H-bond donors : 5.0
Molar Refractivity : 45.48
TPSA : 124.01 ?2

Pharmacokinetics

GI absorption : Low
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) : -9.67 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : -2.89
Log Po/w (WLOGP) : -2.61
Log Po/w (MLOGP) : -2.56
Log Po/w (SILICOS-IT) : -1.84
Consensus Log Po/w : -1.98

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.97
Solubility : 2030.0 mg/ml ; 9.41 mol/l
Class : Highly soluble
Log S (Ali) : 0.84
Solubility : 1500.0 mg/ml ; 6.97 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 2.23
Solubility : 36800.0 mg/ml ; 171.0 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.13

Safety of [ 66-84-2 ]

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 [ 66-84-2 ]

* 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 [ 66-84-2 ]

[ 66-84-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 2491-15-8 ]
  • [ 66-84-2 ]
  • [ 93906-54-8 ]
  • 2
  • [ 66-84-2 ]
  • [ 63521-92-6 ]
  • 2-amino-2-deoxy-2-N-(pent-4-enoyl)-α,β-D-glucopyranose [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% Example 18: Preparation of 2-deoxy-2-(pent-4-enoylamino)-3-O-[4-methoxyphenyl(benzyloxy-L-alanyl)] phosphoramidate-D-glucopyranose (compound 18); 1. Preparation of 2-deoxy-2-(pent-4-enoylamino)-D-glucopyranose; To a vigorously stirred solution of NaOMe (3.2 g, 56.4 mmol) in MeOH (75 ml) was added (D)-glucosamine hydrochloride (12.1 g, 56.37 mmol). The mixture was stirred for 5 min. The precipitate NaCl was removed by filtration through Celite and the filter cake was rinsed with MeOH. The filtrate was placed in an ice bath, and pent-4-enoic anhydride (12.4 g 67.6 mmol, obtained according to P. Perlmutter et al., Org. Biomol. Chem. 2, 2220-2228 (2004); R. Madsen et al., J. Org. Chem. 60, 7920-7926 (1995)) was added immediately. Crystallization began almost instantaneously. The mixture was stirred for 10 min and then kept in the freezer overnight. Filtration gave the title compound (11.1 g, 75% yield). 1H-NMR (CD3OD, 500MHz): delta 5.83 (1H, m), 5.05 (3H, m), 3.83 (2H, m), 3.66 (2H, m), 3.45 (2H, m), 2.25 (4H, m).
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Chemical Structure| 3416-24-8

A509251[ 3416-24-8 ]

(2R,3R,4S,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal

Reason: Free-salt

Chemical Structure| 1078691-95-8

A690565[ 1078691-95-8 ]

(3R,4R,5S,6R)-3-Amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol hydrochloride

Reason: Different form

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