Home Cart 0 Sign in  
X

[ CAS No. 202932-04-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 202932-04-5
Chemical Structure| 202932-04-5
Chemical Structure| 202932-04-5
Structure of 202932-04-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 202932-04-5 ]

Related Doc. of [ 202932-04-5 ]

Alternatived Products of [ 202932-04-5 ]

Product Details of [ 202932-04-5 ]

CAS No. :202932-04-5 MDL No. :MFCD08060774
Formula : C5H7NOS Boiling Point : -
Linear Structure Formula :- InChI Key :BWKAOFJDCPNWEC-UHFFFAOYSA-N
M.W : 129.18 Pubchem ID :18406887
Synonyms :

Calculated chemistry of [ 202932-04-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.4
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 33.21
TPSA : 61.36 Ų

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) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.5
Log Po/w (XLOGP3) : 0.5
Log Po/w (WLOGP) : 0.79
Log Po/w (MLOGP) : -0.47
Log Po/w (SILICOS-IT) : 2.35
Consensus Log Po/w : 0.94

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.35
Solubility : 5.74 mg/ml ; 0.0444 mol/l
Class : Very soluble
Log S (Ali) : -1.36
Solubility : 5.66 mg/ml ; 0.0438 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.47
Solubility : 4.35 mg/ml ; 0.0337 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.38

Safety of [ 202932-04-5 ]

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

Application In Synthesis of [ 202932-04-5 ]

* 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 [ 202932-04-5 ]
  • Downstream synthetic route of [ 202932-04-5 ]

[ 202932-04-5 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 13838-78-3 ]
  • [ 202932-04-5 ]
YieldReaction ConditionsOperation in experiment
1.3 g at -60℃; for 1 h; Inert atmosphere (5-methylthiazol-2-yl)methanol To a solution of n-BuLi (8.4 ml, 13.48 mmol) in THF (30 mL) was added 2-bromo-5- methylthiazole(2.0 g, 1 1.23 mmol) dropwise under a nitrogen atmosphere at -70 °C ; then it was stirred at this temperature for 1.5 h. DMF (1.3 ml, 16.85 mmol) was added dropwise under nitrogen atmosphere at -70 °C. The resulting mixture was stirred at this temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride (5 mL), the mixture was partitioned between ethyl acetate and water. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to give a yellow oil. The yellow oil was dissolved in methanol (15 ml), sodium borohydride (512 mg, 13.48 mmol) was added portionwise under a nitrogen atmosphere at -60 °C. The mixture was stirred at this temperature for 1 h. The reaction mixture was quenched with acetone and concentrated. The residue was partitioned between ethyl acetate and water. The organic layers were dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ ethyl acetate= 3: 1 to give thiazol-2-ylmethanol (1.3 g, 90.3percent) as brown oil . LCMS retention time 0.366 min; LCMS MH+ 130.
1.3 g With sodium tetrahydroborate In methanol at -60℃; for 1 h; To a solution of n-BuLi (8.4 ml, 13.48 mmol) in THF (30 mL) was added 2-bromo-5-methylthiazole (2.0 g, 11.23 mmol) dropwise under a nitrogen atmosphere at −70° C.; then it was stirred at this temperature for 1.5 h. DMF (1.3 ml, 16.85 mmol) was added dropwise under nitrogen atmosphere at −70° C. The resulting mixture was stirred at this temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride (5 mL), the mixture was partitioned between ethyl acetate and water. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to give a yellow oil. The yellow oil was dissolved in methanol (15 ml), sodium borohydride (512 mg, 13.48 mmol) was added portionwise under a nitrogen atmosphere at −60° C. The mixture was stirred at this temperature for 1 h. The reaction mixture was quenched with acetone and concentrated. The residue was partitioned between ethyl acetate and water. The organic layers were dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ethyl acetate=3:1 to give thiazol-2-ylmethanol (1.3 g, 90.3percent) as brown oil. LCMS MH+ 130.
Reference: [1] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1367 - 1383
[2] Patent: WO2013/80222, 2013, A1, . Location in patent: Page/Page column 37
[3] Patent: WO2014/143799, 2014, A2, . Location in patent: Page/Page column 368
[4] Patent: US2014/275528, 2014, A1, . Location in patent: Paragraph 0281; 0282
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 202932-04-5 ]

Alcohols

Chemical Structure| 14542-12-2

[ 14542-12-2 ]

Thiazol-2-ylmethanol

Similarity: 0.87

Chemical Structure| 38585-74-9

[ 38585-74-9 ]

Thiazol-5-ylmethanol

Similarity: 0.76

Chemical Structure| 131748-97-5

[ 131748-97-5 ]

(2-(Trifluoromethyl)thiazol-5-yl)methanol

Similarity: 0.73

Chemical Structure| 50382-32-6

[ 50382-32-6 ]

(2,4-Dimethylthiazol-5-yl)methanol

Similarity: 0.71

Chemical Structure| 131184-73-1

[ 131184-73-1 ]

(2-Aminothiazol-5-yl)methanol

Similarity: 0.64

Related Parent Nucleus of
[ 202932-04-5 ]

Thiazoles

Chemical Structure| 14542-12-2

[ 14542-12-2 ]

Thiazol-2-ylmethanol

Similarity: 0.87

Chemical Structure| 4175-66-0

[ 4175-66-0 ]

2,5-Dimethylthiazole

Similarity: 0.87

Chemical Structure| 61291-21-2

[ 61291-21-2 ]

5-Methylthiazole-2-carboxylic acid

Similarity: 0.82

Chemical Structure| 13838-78-3

[ 13838-78-3 ]

5-Methylthiazole-2-carbaldehyde

Similarity: 0.79

Chemical Structure| 1003-60-7

[ 1003-60-7 ]

2-Methylthiazole-5-carbaldehyde

Similarity: 0.77