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[ CAS No. 61323-26-0 ] {[proInfo.proName]}

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Chemical Structure| 61323-26-0
Chemical Structure| 61323-26-0
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Product Details of [ 61323-26-0 ]

CAS No. :61323-26-0 MDL No. :MFCD18427704
Formula : C7H9NO2S Boiling Point : -
Linear Structure Formula :- InChI Key :SNOLCJGSEPTCMD-UHFFFAOYSA-N
M.W : 171.22 Pubchem ID :12300671
Synonyms :

Calculated chemistry of [ 61323-26-0 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.43
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.17
TPSA : 67.43 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.99 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.31
Log Po/w (XLOGP3) : 1.91
Log Po/w (WLOGP) : 1.63
Log Po/w (MLOGP) : 0.37
Log Po/w (SILICOS-IT) : 2.64
Consensus Log Po/w : 1.77

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.24
Solubility : 0.978 mg/ml ; 0.00571 mol/l
Class : Soluble
Log S (Ali) : -2.95
Solubility : 0.192 mg/ml ; 0.00112 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.16
Solubility : 1.19 mg/ml ; 0.00697 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.6

Safety of [ 61323-26-0 ]

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

Application In Synthesis of [ 61323-26-0 ]

* 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 [ 61323-26-0 ]
  • Downstream synthetic route of [ 61323-26-0 ]

[ 61323-26-0 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 72054-60-5 ]
  • [ 61323-26-0 ]
YieldReaction ConditionsOperation in experiment
68% With Isovaleronitrile In tetrahydrofuranReflux In a 3-neck round bottom flask mix 2-amino-5-methyl-thiazole-4-carboxylic acid ethyl ester (62.9 g, 338 mmol) and THF (630 mL). Heat to reflux and treat the reaction mixture with isoamyl nitrile (52.6 g, 60.1 mL, 449 mmol) dropwise. Upon completion of the addition, stir the reaction at reflux for 1 h, then concentrate the reaction mixture by rotavap (hi-vac) to give 70 g crude product as a thick orange oil. Purify on silica gel (400 g, 20-45percent EtOAc/hexanes) to afford 39.47 g (68percent) of the title compound as a yellow solid. LC-ES/MS m/z 172 (M+1), TR=1.5 min.
Reference: [1] Patent: US2010/69404, 2010, A1, . Location in patent: Page/Page column 16
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, p. 159 - 164
  • 2
  • [ 926-67-0 ]
  • [ 2999-46-4 ]
  • [ 61323-26-0 ]
Reference: [1] Synthesis, 1976, p. 681 - 682
  • 3
  • [ 61323-26-0 ]
  • [ 261710-79-6 ]
YieldReaction ConditionsOperation in experiment
54% With diisobutylaluminium hydride In tetrahydrofuran; toluene at -78℃; for 0.5 h; Inert atmosphere Step 1: 5-Methylthiazole-4-carbaldehyde. [00670] To a solution of ethyl 5-methylthiazole-4-carboxylate (794 mg, 5.05 mmol) in THF (21.6 mL) was added dropwise 1.0 M of DIBAL-H in toluene (5.56 mL, 5.56 mmol) under an atmosphere of argon at -78 °C and the reaction was stirred for 30 min. The reaction was quenched with water ( 12.4 mL) at -78 °C. The reaction was warmed to rt. The reaction was poured into 300 mL of saturated Rochelle salt in water and diluted with EtOAc. The layers were stirred together for 1 hour. The layers were separated and the aqueous layer was extracted with EtOAc (x3). The combined organics were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by ISCO column chromatography ( 10percent EtOAc in DCM as eluent) to give 642 mg (54 percent) of the title compound as yellow oil. NMR (400 MHz, Chloroform-if) δ 10.22 (s, 1 H), 8.62 (s, 1H), 2.83 (s, 3H).
Reference: [1] Journal of Medicinal Chemistry, 2001, vol. 44, # 14, p. 2319 - 2332
[2] Patent: WO2016/4136, 2016, A1, . Location in patent: Paragraph 00670
  • 4
  • [ 61323-26-0 ]
  • [ 261710-79-6 ]
Reference: [1] Patent: US6528510, 2003, B1,
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