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[ CAS No. 929-59-9 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 929-59-9
Chemical Structure| 929-59-9
Structure of 929-59-9 * Storage: {[proInfo.prStorage]}

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Product Details of [ 929-59-9 ]

CAS No. :929-59-9 MDL No. :MFCD00040474
Formula : C6H16N2O2 Boiling Point : No data available
Linear Structure Formula :(NH2CH2CH2OCH2)2 InChI Key :IWBOPFCKHIJFMS-UHFFFAOYSA-N
M.W : 148.20 Pubchem ID :70248
Synonyms :
Chemical Name :1,2-Bis(2-aminoethoxy)ethane

Calculated chemistry of [ 929-59-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 7
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 38.54
TPSA : 70.5 ?2

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) : -8.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.77
Log Po/w (XLOGP3) : -1.95
Log Po/w (WLOGP) : -1.06
Log Po/w (MLOGP) : -1.13
Log Po/w (SILICOS-IT) : -0.41
Consensus Log Po/w : -0.56

Druglikeness

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

Water Solubility

Log S (ESOL) : 0.93
Solubility : 1270.0 mg/ml ; 8.54 mol/l
Class : Highly soluble
Log S (Ali) : 0.99
Solubility : 1450.0 mg/ml ; 9.81 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -1.05
Solubility : 13.1 mg/ml ; 0.0887 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.19

Safety of [ 929-59-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P264-P270-P271-P272-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 UN#:2735
Hazard Statements:H302-H314-H317 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 929-59-9 ]

* 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 [ 929-59-9 ]

[ 929-59-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3123-97-5 ]
  • [ 929-59-9 ]
  • [ 533932-20-6 ]
  • 2
  • [ 929-59-9 ]
  • [ 25309-39-1 ]
  • methyl 2,13-dioxo-6,9-dioxa-3,12,18-triazabicyclo[12.3.1]octadeca-1(18),14,16-triene-16-carboxylate [ No CAS ]
  • 3
  • [ 929-59-9 ]
  • [ 37091-73-9 ]
  • 1-(1,3-dimethylimidazolidin-2-ylideneamino)-2-{2-[2-(1,3-dimethylimidazolidin-2-ylideneamino)ethoxy]ethoxy}ethane [ No CAS ]
  • 4
  • [ 929-59-9 ]
  • [ 81131-70-6 ]
  • bis-pravastatin 2,2'-(ethylenedioxy)diethyl amine salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
Commercially available <strong>[81131-70-6]pravastatin sodium salt</strong> (10 g) was dissolved in water (250 mL). Ethyl acetate (200 mL) was added and the pH of the solution was adjusted to 4. A precipitate was formed, which slowly dissolved in the organic phase. The organic phase was separated from the aqueous phase and dried with MgSO4 (10 g). The solids were removed by filtration and washed with ethyl acetate (50 mL) resulting in a pravastatin solution of 40 g/L. 2,2'-(Ethylenedioxy)diethyl amine (EDEA, H2N-(CH2)2-O-(CH2)2-O-(CH2)2-NH2, 0.5 equivalents) was dissolved in ethanol (3 mL) and slowly (15-30 minutes) pravastatin solution (10 mL in ethyl acetate) obtained above was added. After complete addition a clear, green solution was obtained. After stirring the solution for 45 minutes at room temperature, a white solid precipitate was formed. After stirring for 1.5 hours the precipitate was collected by filtration, washed with 25% ethanol/ethyl acetate and dried in vacuo to give the bis-pravastatin salt of 2,2'-(ethylenedioxy)diethyl amine with the following characteristics: Melting point 163-164 C.; UVmax 238.1 nm; HPLC retention time 4.80 min.; With HPLC/MS-UV the mass of the main component is determined: next to the fragmentation ions, the clusters of [M+H]+=425, [M+Na]+=447 and [M+K]+=463 can be identified in this spectrum. So, the molecular mass of this compound is 424 Dalton corresponding to pravastatin acid. With the average molecular weights of pravastatin (424.536 Da) and EDEA (148.206 Da) the content of pravastatin-EDEA salt in the sample is calculated for a pravastatin/EDEA ratio of 1:1 (111.6%) and 1:2 (97.2%). Hence the pravastatin/EDEA ratio is 1:2 (also confirmed from 1H NMR, see below); 1H NMR (600 MHz, CD3OD): delta 0.90 (d, 6H, CH3-21 and CH3-8), 1.11 (d, 3H, CH3-19'), 1.23 (m, 1H, H-12'), 1.39 (m, 2H, H-2' and H-12), 1.44 (m, 1H, H-11'), 1.52-1.66 (m, 5H, H-11, 2×H-14, and 2×H-20), 1.69 (m, 1H, H-9), 2.26 (dd, 1H, J=15.2 Hz and J=8.2 Hz, H-16'), 2.33-2.42 (m, 4H, H-8, H-10, H-16 and H-19), 2.48 (m, 1H, H-2), 3.09 (t, 4H, ND2CH2CH2O-), 3.68 (t, 4H, ND2CH2CH2O-), 3.69 (m, 1H, H-13), 3.70 (s, 4H, -OCH2CH2O-), 4.09 (m, 1H, H-15), 4.30 (m, 1H, H-3), 5.36 (bs, 1H, H-1), 5.51 (bs, 1H, H-4), 5.88 (dd, J=9.7 Hz and J=5.9 Hz, H-7), 5.98 (bd, 1H, J=10 Hz, H-6).
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