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[ CAS No. 6600-40-4 ] {[proInfo.proName]}

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Chemical Structure| 6600-40-4
Chemical Structure| 6600-40-4
Structure of 6600-40-4 * Storage: {[proInfo.prStorage]}

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Product Details of [ 6600-40-4 ]

CAS No. :6600-40-4 MDL No. :MFCD00064421
Formula : C5H11NO2 Boiling Point : No data available
Linear Structure Formula :NH2CH(CH2CH2CH3)CO2H InChI Key :SNDPXSYFESPGGJ-BYPYZUCNSA-N
M.W : 117.15 Pubchem ID :65098
Synonyms :
Chemical Name :(S)-2-Aminopentanoic acid

Calculated chemistry of [ 6600-40-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.8
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 30.63
TPSA : 63.32 ?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) : -8.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.12
Log Po/w (XLOGP3) : -2.11
Log Po/w (WLOGP) : 0.2
Log Po/w (MLOGP) : -2.2
Log Po/w (SILICOS-IT) : -0.37
Consensus Log Po/w : -0.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : 0.96
Solubility : 1070.0 mg/ml ; 9.14 mol/l
Class : Highly soluble
Log S (Ali) : 1.31
Solubility : 2380.0 mg/ml ; 20.4 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.09
Solubility : 95.9 mg/ml ; 0.818 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.3

Safety of [ 6600-40-4 ]

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

Application In Synthesis of [ 6600-40-4 ]

* 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 [ 6600-40-4 ]
  • Downstream synthetic route of [ 6600-40-4 ]

[ 6600-40-4 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 67-56-1 ]
  • [ 6600-40-4 ]
  • [ 56558-30-6 ]
YieldReaction ConditionsOperation in experiment
97% for 6 h; Reflux; Inert atmosphere L-Norvaline (160 g, 1.34 mol) is dissolved in a 28.5percent methanolic solution of HC1 (278 g) and diluted with methanol (500 ml). The solution is refluxed under inert atmosphere for 6 hours. When the reaction has terminated, the solvents are distilled by coevaporating with toluene. The residue is treated at 50°C with tert-butyl methyl ether (800 ml). The suspension obtained is left under stirring at room temperature and then filtered, and the white solid obtained is washed with tert-butyl methyl ether to obtain 216 g of L-norvaline methyl ester hydrochloride with a yield of 97percent.
86% at 0 - 20℃; for 14 h; HCL 3. 0g [(25.] 6 mmol, 1.0 Eq. ) of [L-NORVALINE] was dissolved in 50.0 mL of methanol and cooled to 0 [°C.] This was saturated with [HCI] gas and gradually allowed to warm to room temperature. After 14 hours the solvent was removed and the solid was dried overnight in a [DESSICATOR] with phosphorous [PENTACHLORIDE.] 3.6g (86percent) of a white solid was obtained. (MS: 126. [9/] [[P-APOS;])] (H'NMR in [CDCI3] : 0.95, 3H t, (J=382 Hz), 1.46, 2H m, (J=587 Hz), 2.01, 2H m, (J=806 Hz), 3 78,3H s, [(J=1512] Hz), 4.05, 1H m, [(J=1622.] 459 Hz), 8.74, 2H brds, (J=3495 Hz))
Reference： [1] Angewandte Chemie, 1992, vol. 104, # 1, p. 97 - 99
[2] Synthesis, 2010, # 17, p. 2915 - 2921
[3] Patent: WO2013/136265, 2013, A1, . Location in patent: Page/Page column 21-22
[4] Patent: WO2004/33434, 2004, A1, . Location in patent: Page 34
[5] Heterocycles, 1998, vol. 47, # 2, p. 765 - 780
[6] Phytochemistry (Elsevier), 1988, vol. 27, # 1, p. 77 - 84
[7] European Journal of Organic Chemistry, 2002, # 22, p. 3763 - 3767
[8] Patent: WO2006/44775, 2006, A2, . Location in patent: Page/Page column 36
[9] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5889 - 5908
  • 2
  • [ 6600-40-4 ]
  • [ 56558-30-6 ]
Reference： [1] Patent: US4814342, 1989, A,
  • 3
  • [ 6600-40-4 ]
  • [ 75-36-5 ]
  • [ 56558-30-6 ]
Reference： [1] Patent: WO2006/44958, 2006, A1, . Location in patent: Page/Page column 51-52
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