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[ CAS No. 60093-05-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 60093-05-2
Chemical Structure| 60093-05-2
Chemical Structure| 60093-05-2
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Product Details of [ 60093-05-2 ]

CAS No. :60093-05-2 MDL No. :MFCD00799293
Formula : C6H8N2O2S2 Boiling Point : -
Linear Structure Formula :- InChI Key :GVNAJKLESILZHU-UHFFFAOYSA-N
M.W : 204.27 Pubchem ID :609212
Synonyms :

Calculated chemistry of [ 60093-05-2 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.33
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.52
TPSA : 118.75 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
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) : 1.88
Log Po/w (XLOGP3) : 2.19
Log Po/w (WLOGP) : 1.24
Log Po/w (MLOGP) : 0.11
Log Po/w (SILICOS-IT) : 1.78
Consensus Log Po/w : 1.44

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.6
Solubility : 0.517 mg/ml ; 0.00253 mol/l
Class : Soluble
Log S (Ali) : -4.32
Solubility : 0.00983 mg/ml ; 0.0000481 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -1.52
Solubility : 6.23 mg/ml ; 0.0305 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.56

Safety of [ 60093-05-2 ]

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

Application In Synthesis of [ 60093-05-2 ]

* 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.

  • Upstream synthesis route of [ 60093-05-2 ]
  • Downstream synthetic route of [ 60093-05-2 ]

[ 60093-05-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 60093-05-2 ]
  • [ 278183-10-1 ]
YieldReaction ConditionsOperation in experiment
24% With hydrogen In ethanol; water for 168 h; A suspension of methyl 4-amino-2-methylthio-1, 3-thiazole-5-carboxylate (6.74 g, 33 mmol) and Raney-Nickel (commercially available slurry in water, ca. 15 ml, added in 5 portions throughout the reaction) in ethanol (200 ml) was hydrogenated at 45 psi for 1 week. The catalyst was removed by filtration, washed with ethyl acetate and ethanol and the filtrate evaporated. The resulting solid was purified by flash column chromatography [eluant: ethyl acetate/ isohexane (1: 4) ] to give the title compound as a bright yellow solid (1.23 g,24 percent).oh NMR (400 MHz,CDCl3)8 8.54(1H, s), 5.90 (2H, brs), 3.84 (3H, s). M/z (ES+) 159 (M+H+).
Reference: [1] Patent: WO2005/49613, 2005, A1, . Location in patent: Page/Page column 42
  • 2
  • [ 60093-05-2 ]
  • [ 74-93-1 ]
  • [ 278183-10-1 ]
YieldReaction ConditionsOperation in experiment
34% With hydrogenchloride; zinc In methanol; water for 1.5 h; This material was prepared using the general procedure of Baldwin, John J.; Engelhardt, Edward L.; Hirschmann, Ralph; Ponticello, Gerald S.; Atkinson, Joseph G.; Wasson, Burton K.; Sweet, Charles S.; Scriabine, Alexander. Heterocyclic analogs of the antihypertensive β-adrenergic blocking agent (S)-2-[3-(fe/t-butylamino)-2- hydroxypropoxy]-3-cyanopyridine. Journal of Medicinal Chemistry (1980), 23(1), 65-70, which is hereby incorporated by reference, as follows: A mixture of methyl 4-amino-2- (methylthio)-l,3-thiazole-5-carboxylate (2.55 g, 12.5 mmol) in methanol (50 mL) was stirred with warming until all material was dissolved and then allowed to cool to ambient temperature before zinc dust (4.90 g, 75 mmol) was added. A 3 N hydrochloric acid solution in methanol was prepared by cautiously adding the appropriate quantity of concentrated aqueous HCl to methanol. The reaction flask with a rapidly stirred suspension of zinc and starting material in methanol was continuously flushed with nitrogen as 2.5 mL portions of the HCl solution were added at 10-minute intervals. During this addition, rapid evolution of gas ensued which was passed from the reaction flask into a bubbler of bleach to capture evolved methanethiol. Periodic HPLC analysis EPO <DP n="32"/>indicated that 1.5 h after the last of ten portions of HCl was added, most of the starting material was gone. The reaction mixture was slowly poured into a rapidly stirred suspension of Celite.(R). in 200 mL saturated aqueous sodium carbonate. The resulting mixture was filtered and the solids were rinsed with minimal methanol. Water (100 mL) was added to the filtrate that was then extracted three times with dichloromethane. Combined extracts were washed with saturated brine, dried (Na2SO4) and evaporated in vacuo to yield technical grade title compound (684 mg, 34percent) which appeared reasonably pure by NMR and HPLC analysis and was used directly in the next reaction.1H NMR (300 MHz, DMSO-J6) δ 8.93 (s, IH), 7.00 (bs, 2H) and 3.72 ppm (s, 3H); HPLC RT (min) 1.43.
Reference: [1] Patent: WO2006/96338, 2006, A1, . Location in patent: Page/Page column 30-31
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