Home Cart 0 Sign in  

[ CAS No. 35272-15-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 35272-15-2
Chemical Structure| 35272-15-2
Structure of 35272-15-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 35272-15-2 ]

Related Doc. of [ 35272-15-2 ]

Alternatived Products of [ 35272-15-2 ]

Product Details of [ 35272-15-2 ]

CAS No. :35272-15-2 MDL No. :MFCD03407332
Formula : C5H5NO2S Boiling Point : -
Linear Structure Formula :- InChI Key :ZHDRDZMTEOIWSX-UHFFFAOYSA-N
M.W : 143.16 Pubchem ID :284728
Synonyms :

Calculated chemistry of [ 35272-15-2 ]

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 34.04
TPSA : 78.43 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) : -6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.02
Log Po/w (XLOGP3) : 1.21
Log Po/w (WLOGP) : 1.15
Log Po/w (MLOGP) : -0.36
Log Po/w (SILICOS-IT) : 1.9
Consensus Log Po/w : 0.98

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.84
Solubility : 2.09 mg/ml ; 0.0146 mol/l
Class : Very soluble
Log S (Ali) : -2.45
Solubility : 0.503 mg/ml ; 0.00352 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.03
Solubility : 13.3 mg/ml ; 0.0931 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.32

Safety of [ 35272-15-2 ]

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 [ 35272-15-2 ]

* 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 [ 35272-15-2 ]
  • Downstream synthetic route of [ 35272-15-2 ]

[ 35272-15-2 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 6436-59-5 ]
  • [ 35272-15-2 ]
YieldReaction ConditionsOperation in experiment
100% With water; potassium hydroxide In tetrahydrofuran at 20℃; for 2 h; General procedure: An aqueous KOH (10percent w/v) solution was added to an ester solution in THF. The reaction mixture was stirred at room temperature until reagent disappearance was confirmed by TLC. HCl 1 M was added until pH 4 and the solution was extracted with EtOAc.The organic layer was dried over MgSO4 and concentrated in vacuoto afford the acid.
91%
Stage #1: at 20℃; for 2 h;
Stage #2: With hydrogenchloride; water In methanol
Step 1:
2-Methyl-thiazole-4-carboxylic acid
Ethyl 2-methylthiazole-4-carboxylate (17.0 g, 99.3 mmol) was dissolved in 150 ml of methanol and 2N NaOH (150 ml, 300 mmol) was added.
The reaction mixture was stirred for 2 hours at room temperature.
Methanol was evaporated and the residue was acidified with 2N HCl to pH 2.
The aqueous layer was extracted two times with ethyl acetate.
The organic extracts were dried with sodium sulfate, filtered and evaporated.
The crude product (13.0 g, 91percent) was used without any further purification for the next step.
87%
Stage #1: at 20℃; for 0.75 h;
Stage #2: With hydrogenchloride In n-heptane
EXAMPLE 115; 2-Methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (2-methyl-pyrimidin-4-yl)-amide; The title compound was prepared as illustrated in schemes 4 and 5. A) A solution of 2-methyl-thiazole-4-carboxylic acid ethyl ester (3.14 g, 20.00mmol) in methanol (50.00 ml) was treated with 2N NaOH (30.00 ml) and stirred at room temperature for 45 min. Methanol was removed in vacuo and the resulting slurry was neutralized with HCl 2N (30.00 ml). The aqueous phase was then extracted three times with ethyl acetate. The combined organic layers were dried with sodium sulphate and evaporated. 2-Methyl-thiazole-4-carboxylic acid (2.48 g, 87percent) was obtained as a yellow solid, MS (ISP): m/e=142.1 (M-H), which was used crude.
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 776 - 788
[2] Patent: US2007/105891, 2007, A1, . Location in patent: Page/Page column 10
[3] Patent: US2006/160857, 2006, A1, . Location in patent: Page/Page column 31
[4] Chemistry of Heterocyclic Compounds, 2011, vol. 47, # 6, p. 703 - 709
[5] Patent: WO2004/58702, 2004, A2, . Location in patent: Page 29; 23
  • 2
  • [ 14527-41-4 ]
  • [ 35272-15-2 ]
  • [ 61291-21-2 ]
Reference: [1] Patent: US6472404, 2002, B1,
  • 3
  • [ 856353-20-3 ]
  • [ 35272-15-2 ]
Reference: [1] Chemische Berichte, 1940, vol. 73, p. 1240,1252
[2] Chemische Berichte, 1940, vol. 73, p. 1240,1252
  • 4
  • [ 35272-15-2 ]
  • [ 31825-95-3 ]
Reference: [1] Journal of the American Chemical Society, 2008, vol. 130, # 30, p. 10019 - 10023
[2] Patent: CN104557357, 2018, B, . Location in patent: Paragraph 0135; 0136; 0137; 0148
  • 5
  • [ 14527-41-4 ]
  • [ 35272-15-2 ]
  • [ 61291-21-2 ]
Reference: [1] Patent: US6472404, 2002, B1,
  • 6
  • [ 35272-15-2 ]
  • [ 21917-76-0 ]
Reference: [1] Patent: CN104557357, 2018, B,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 35272-15-2 ]

Carboxylic Acids

Chemical Structure| 1646152-52-4

[ 1646152-52-4 ]

2-Ethylthiazole-4-carboxylic acid hydrochloride

Similarity: 0.90

Chemical Structure| 234445-61-5

[ 234445-61-5 ]

2-Isopropylthiazole-4-carboxylic acid

Similarity: 0.87

Chemical Structure| 915030-08-9

[ 915030-08-9 ]

2-(Trifluoromethyl)thiazole-4-carboxylic acid

Similarity: 0.86

Chemical Structure| 478366-05-1

[ 478366-05-1 ]

2-Cyclopropylthiazole-4-carboxylic acid

Similarity: 0.86

Chemical Structure| 3973-08-8

[ 3973-08-8 ]

Thiazole-4-carboxylic acid

Similarity: 0.84

Related Parent Nucleus of
[ 35272-15-2 ]

Thiazoles

Chemical Structure| 6436-59-5

[ 6436-59-5 ]

Ethyl 2-methylthiazole-4-carboxylate

Similarity: 0.90

Chemical Structure| 1646152-52-4

[ 1646152-52-4 ]

2-Ethylthiazole-4-carboxylic acid hydrochloride

Similarity: 0.90

Chemical Structure| 921927-88-0

[ 921927-88-0 ]

Methyl 2-formylthiazole-4-carboxylate

Similarity: 0.87

Chemical Structure| 234445-61-5

[ 234445-61-5 ]

2-Isopropylthiazole-4-carboxylic acid

Similarity: 0.87

Chemical Structure| 478366-05-1

[ 478366-05-1 ]

2-Cyclopropylthiazole-4-carboxylic acid

Similarity: 0.86