Home Cart 0 Sign in  
X

[ CAS No. 39136-63-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 39136-63-5
Chemical Structure| 39136-63-5
Chemical Structure| 39136-63-5
Structure of 39136-63-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 39136-63-5 ]

Related Doc. of [ 39136-63-5 ]

Alternatived Products of [ 39136-63-5 ]
Product Citations

Product Details of [ 39136-63-5 ]

CAS No. :39136-63-5 MDL No. :MFCD00022451
Formula : C9H8N2S Boiling Point : -
Linear Structure Formula :- InChI Key :LSLUWQIENURREM-UHFFFAOYSA-N
M.W : 176.24 Pubchem ID :873119
Synonyms :

Calculated chemistry of [ 39136-63-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 11
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.95
TPSA : 67.15 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) : -5.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.74
Log Po/w (XLOGP3) : 2.27
Log Po/w (WLOGP) : 2.4
Log Po/w (MLOGP) : 1.32
Log Po/w (SILICOS-IT) : 2.98
Consensus Log Po/w : 2.14

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.98
Solubility : 0.187 mg/ml ; 0.00106 mol/l
Class : Soluble
Log S (Ali) : -3.32
Solubility : 0.085 mg/ml ; 0.000482 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.45
Solubility : 0.0627 mg/ml ; 0.000356 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.3

Safety of [ 39136-63-5 ]

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 [ 39136-63-5 ]

* 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 [ 39136-63-5 ]
  • Downstream synthetic route of [ 39136-63-5 ]

[ 39136-63-5 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 16927-13-2 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
YieldReaction ConditionsOperation in experiment
80% for 8 h; Reflux Example 17Compound 16 (3.0 g, 15.05 mmol) was added to a suspension of thiourea (1.4 g, 18.10 mmol) in ethanol. The reaction mixture was refluxed for 8h. After cooling, solvent was concentrated and residue was subjected to purification with DCM/MeOH to give 17 as yellow solid (2.3 g, 80percent). 1H NMR (400 MHz, DMSO-d6) δ 9.37 (bs, 2H, NH2), 7.82 (s,1Η, Ar-H), 7.58-7.34 (m, 6Η, Ar-H); ESI-MS: calcd for (C9Η8N2S) 176, found 177[M+H] .
80% for 8 h; Reflux; Inert atmosphere Compound 12 (3.0 g, 15.05 mmol) was added to a suspension of thiourea (1.4 g, 18.10 mmol) in ethanol. The reaction mixture was refluxed for 8h. After cooling, solvent was concentrated and residue was subjected to purification with DCM/MeOH to give compound 13 as yellow solid (2.3 g, 80percent). 1H NMR (400 MHz, DMSOd6) δ 9.37 (bs, 2H, NH2), 7.82 (s, I H3 Ar-H), 7.58-7.34 (m, 6H, Ar-H); ESI-MS: calculated for (C9H8N2S) 176, found 177 [M+H]+.
66% at 20 - 80℃; for 8 h; Inert atmosphere [000319] Synthesis of 5-phenylthiazol-2-amine (397): To a stirred solution of 2-bromo-2- phenylacetaldehyde 394 (860 mg, crude) in EtOH (20 mL) under inert atmosphere was added thiourea (658 mg, 8.64 mmol) at RT; heated at 80 °C and stirred for 8 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo to obtain the crude. The pH of the residue was neutralized with 10percent aqueous NaHCO3 solution (10 mL) and extracted with EtOAc (2 x 200 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through flash column chromatography using 2-3percent MeOH/ CH2C12 to afford compound 397 (500 mg, 66percent) as an off-white solid. TLC: 5percent MeOH/ CH2C12 (Rj 0.6); 1H NMR (400 MHz, DMSO-d6): ö 7.43-7.38 (m, 3H), 7.32 (t, J= 7.8 Hz, 2H), 7.17 (tt, J 7.5, 0.9 Hz, 1H), 7.12 (s, 2H).
35.3% Heating / reflux A mixture of bromo-phenyl-acetaldehyde (47.5g, 0.239mol), thiourea (36.7g, 0.48mol) and ethanol (17OmL) was heated to reflux overnight. The mixture was then cooled and the resulting precipitate filtered. The filtered precipitate was then washed with aqueous NaHCC^. Recrystallization from methanol-water returned the title compound (15g, 35.3percent) as a yellow solid. 1H NMR(SOOMHZ, DMSO-J6): 8.52(s, IH), 7.68 (s,lH), 7.50 (m, 2H), 7.39 (m, 2H), 7.29 (m, IH)

Reference: [1] Patent: WO2010/144394, 2010, A1, . Location in patent: Page/Page column 69
[2] Patent: WO2010/144550, 2010, A1, . Location in patent: Page/Page column 68
[3] Patent: WO2015/138895, 2015, A1, . Location in patent: Paragraph 000319
[4] Patent: WO2008/144767, 2008, A1, . Location in patent: Page/Page column 111
  • 2
  • [ 4638-79-3 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
YieldReaction ConditionsOperation in experiment
45.6% at 70 - 80℃; A mixture of 2-chloro-2-phenylacetaldehyde (1.7 g, 11.28 mmol) and thiourea (0.86 g, 11.28 mmol) in ethanol (5 mL) was stirred at 70-80 ° C overnight. The reaction mixture was diluted with water and then an aqueous ammonia solution was added thereto to obtain a basic solution. The reaction mixture was extracted with dichloromethane. The separated organic layer was dehydrated with anhydrous magnesium sulfate. The reaction was concentrated under reduced pressure to remove the solvent and then separated by chromatography. The purified product was recrystallized from hexane-ethyl acetate to give pale yellow crystalline 5-phenylthiazol-2-amine (907.5 mg, 45.6percent).
Reference: [1] Patent: KR101688978, 2016, B1, . Location in patent: Paragraph 0052-0054
[2] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1957, vol. 245, p. 1321
[3] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 6, p. 1463 - 1464
[4] ChemMedChem, 2016, vol. 11, # 13, p. 1406 - 1409
  • 3
  • [ 14371-25-6 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
Reference: [1] Journal of the American Chemical Society, 1994, vol. 116, # 6, p. 2292 - 2300
  • 4
  • [ 122-78-1 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
Reference: [1] Journal of the American Chemical Society, 1949, vol. 71, p. 4007,4009
[2] Journal of Medicinal Chemistry, 1983, vol. 26, # 8, p. 1158 - 1163
  • 5
  • [ 122-78-1 ]
  • [ 39136-63-5 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1957, vol. 245, p. 1321
[2] Patent: WO2015/138895, 2015, A1,
  • 6
  • [ 932-87-6 ]
  • [ 39136-63-5 ]
Reference: [1] Advanced Synthesis and Catalysis, 2017, vol. 359, # 7, p. 1208 - 1212
  • 7
  • [ 2612-36-4 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
Reference: [1] , 1979, vol. 15, p. 2129 - 2133[2] Zhurnal Organicheskoi Khimii, 1979, vol. 15, p. 2351 - 2356
  • 8
  • [ 45889-96-1 ]
  • [ 17356-08-0 ]
  • [ 39136-63-5 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1979, vol. 321, p. 249 - 259
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 39136-63-5 ]

Aryls

Chemical Structure| 73040-66-1

[ 73040-66-1 ]

5-(4-Chlorophenyl)thiazol-2-amine

Similarity: 0.88

Chemical Structure| 1826-13-7

[ 1826-13-7 ]

5-Phenylthiazole

Similarity: 0.84

Chemical Structure| 34176-31-3

[ 34176-31-3 ]

5-Methyl-4-phenylthiazol-2-amine hydrobromide

Similarity: 0.62

Chemical Structure| 937369-77-2

[ 937369-77-2 ]

5-Phenylthiazole-2-carboxylic acid

Similarity: 0.62

Chemical Structure| 1072944-52-5

[ 1072944-52-5 ]

Methyl 2-amino-5-(4-bromophenyl)thiazole-4-carboxylate

Similarity: 0.60

Amines

Chemical Structure| 40353-55-7

[ 40353-55-7 ]

5-(Pyridin-4-yl)thiazol-2-amine

Similarity: 0.89

Chemical Structure| 73040-66-1

[ 73040-66-1 ]

5-(4-Chlorophenyl)thiazol-2-amine

Similarity: 0.88

Chemical Structure| 39136-60-2

[ 39136-60-2 ]

5-Ethylthiazol-2-amine

Similarity: 0.75

Chemical Structure| 78584-08-4

[ 78584-08-4 ]

4,7-Dimethylbenzo[d]thiazol-2-amine

Similarity: 0.75

Chemical Structure| 35317-80-7

[ 35317-80-7 ]

Thiazolo[4,5-h]isoquinolin-2-amine

Similarity: 0.73

Related Parent Nucleus of
[ 39136-63-5 ]

Thiazoles

Chemical Structure| 40353-55-7

[ 40353-55-7 ]

5-(Pyridin-4-yl)thiazol-2-amine

Similarity: 0.89

Chemical Structure| 73040-66-1

[ 73040-66-1 ]

5-(4-Chlorophenyl)thiazol-2-amine

Similarity: 0.88

Chemical Structure| 1826-13-7

[ 1826-13-7 ]

5-Phenylthiazole

Similarity: 0.84

Chemical Structure| 39136-60-2

[ 39136-60-2 ]

5-Ethylthiazol-2-amine

Similarity: 0.75

Chemical Structure| 101080-15-3

[ 101080-15-3 ]

5-Isopropylthiazol-2-amine

Similarity: 0.72