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[ CAS No. 24123-14-6 ] {[proInfo.proName]}

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Chemical Structure| 24123-14-6
Chemical Structure| 24123-14-6
Structure of 24123-14-6 * Storage: {[proInfo.prStorage]}

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Product Details of [ 24123-14-6 ]

CAS No. :24123-14-6 MDL No. :MFCD00144824
Formula : C4H10N2O2 Boiling Point : -
Linear Structure Formula :H2NC2H4NHCH2CO2H InChI Key :PIINGYXNCHTJTF-UHFFFAOYSA-N
M.W : 118.13 Pubchem ID :428913
Synonyms :
Chemical Name :2-((2-Aminoethyl)amino)acetic acid

Calculated chemistry of [ 24123-14-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 4
Num. H-bond acceptors : 4.0
Num. H-bond donors : 3.0
Molar Refractivity : 28.62
TPSA : 75.35 ?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) : -9.74 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.48
Log Po/w (XLOGP3) : -3.83
Log Po/w (WLOGP) : -1.38
Log Po/w (MLOGP) : -3.46
Log Po/w (SILICOS-IT) : -1.19
Consensus Log Po/w : -1.88

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 3.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 2.1
Solubility : 15000.0 mg/ml ; 127.0 mol/l
Class : Highly soluble
Log S (Ali) : 2.84
Solubility : 81900.0 mg/ml ; 693.0 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.11
Solubility : 91.9 mg/ml ; 0.778 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.16

Safety of [ 24123-14-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24123-14-6 ]

* 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 [ 24123-14-6 ]

[ 24123-14-6 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 107-15-3 ]
  • [ 79-11-8 ]
  • [ 24123-14-6 ]
YieldReaction ConditionsOperation in experiment
77% at 8 - 19℃; Example 8 Preparation of [(2-Aminoethyl)amino] acetic acid (3) in DMSO C02H H2N NH2 + C02H DMSO H H2 NN H HNN [0047] A solution of chloroacetic acid was prepared by dissolving chloroacetic acid (500.0 g, 5.29 mol) in DMSO (515.6 g). A 5 L flask, fitted with nitrogen inlet, mechanical stirrer, thermocouple, and peristaltic metering pump was charged with ethylenediamine (3537 mL, 52.9 mol). Cooling with ice water was initiated. The solution in DMSO was then added via a metering pump. Table 1 shows the reaction conditions during addition of chloracetic acid solution to ethylenediamine: Table 1 Addition of chloroacetic acid solution to EDA acid solution remaining 1 10:51 17 - 2 11 :28 18 - 3 12: 18 16 720 4 13 :38 11 625 5 14:35 12 550 6 15: 17 10 490 7 16:08 8 420 8 8:59* 19 0 * Time represents the following day. [0048] The reaction mixture was concentrated by rotary evaporation (50-60°C, 14-21 Torr) to remove ethylenediamine. Total amount of distillate collected was 2400 mL. Toluene (900 mL) was added to the residue and the mixture was concentrated by rotary evaporation (60°C, 30 Torr). The residue was transferred to a 5 L flask using DMSO (3 kg). The internal temperature was 28°C and the mixture appeared cloudy. Cooling (ice/water) was initiated. The reaction mixture was stirred overnight. The resulting suspension was filtered through filter paper. The flask and solids were washed with DMSO (2 x 500 mL). Solids were washed with isopropanol (2 x 500 mL) and then washed with tert-butylmethyl ether (2 x 500 mL). The solids were dried under high vacuum at ambient temperature for 18 hours. Acid 3 was obtained as a white solid (480.4 g, 4.07 mol) in 77percent yield.
Reference： [1] Bulletin of the Korean Chemical Society, 2018, vol. 39, # 1, p. 10 - 11
[2] Tetrahedron, 2005, vol. 61, # 34, p. 8295 - 8305
[3] Patent: WO2016/145286, 2016, A1, . Location in patent: Paragraph 0047; 0048
[4] Tetrahedron Letters, 1996, vol. 37, # 9, p. 1413 - 1416
[5] Helvetica Chimica Acta, 2011, vol. 94, # 11, p. 1952 - 1980
[6] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 1, p. 121 - 129
[7] Patent: CN104211619, 2016, B, . Location in patent: Paragraph 0013 - 0016
[8] Patent: CN108424376, 2018, A, . Location in patent: Paragraph 0015; 0017; 0018; 0019
  • 2
  • [ 107-15-3 ]
  • [ 298-12-4 ]
  • [ 24123-14-6 ]
Reference： [1] Tetrahedron, 1995, vol. 51, # 44, p. 12069 - 12082
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 14, p. 3032 - 3040
  • 3
  • [ 50-00-0 ]
  • [ 143-33-9 ]
  • [ 107-15-3 ]
  • [ 24123-14-6 ]
Reference： [1] Patent: US2387735, 1941, ,
[2] Journal of the American Chemical Society, 1971, vol. 93, p. 5542 - 5551
[3] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 157
  • 4
  • [ 5625-67-2 ]
  • [ 24123-14-6 ]
Reference： [1] Journal of Medicinal Chemistry, 1970, vol. 13, p. 846 - 848
  • 5
  • [ 34046-07-6 ]
  • [ 24123-14-6 ]
Reference： [1] Journal of the Chemical Society [Section] C: Organic, 1971, p. 3393 - 3396
  • 6
  • [ 60-00-4 ]
  • [ 50-00-0 ]
  • [ 24123-14-6 ]
  • [ 124-38-9 ]
Reference： [1] Acta Chimica Hungarica, 1987, vol. 124, # 4, p. 557 - 566
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