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[ CAS No. 132-54-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 132-54-7
Chemical Structure| 132-54-7
Chemical Structure| 132-54-7
Structure of 132-54-7 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 132-54-7 ]

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Product Details of [ 132-54-7 ]

CAS No. :132-54-7 MDL No. :MFCD00014310
Formula : C17H12O3 Boiling Point : -
Linear Structure Formula :- InChI Key :QHDYIMWKSCJTIM-UHFFFAOYSA-N
M.W : 264.28 Pubchem ID :67236
Synonyms :

Calculated chemistry of [ 132-54-7 ]

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 77.37
TPSA : 46.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.52 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.78
Log Po/w (XLOGP3) : 4.78
Log Po/w (WLOGP) : 3.76
Log Po/w (MLOGP) : 3.63
Log Po/w (SILICOS-IT) : 3.48
Consensus Log Po/w : 3.69

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.88
Solubility : 0.00345 mg/ml ; 0.0000131 mol/l
Class : Moderately soluble
Log S (Ali) : -5.49
Solubility : 0.000858 mg/ml ; 0.00000325 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.71
Solubility : 0.00052 mg/ml ; 0.00000197 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 132-54-7 ]

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 [ 132-54-7 ]

* 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.

  • Downstream synthetic route of [ 132-54-7 ]

[ 132-54-7 ] Synthesis Path-Downstream   1~62

  • 1
  • [ 98-10-2 ]
  • [ 132-54-7 ]
  • [ 93325-60-1 ]
  • 2
  • [ 1455-77-2 ]
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  • 3
  • [ 2836-03-5 ]
  • [ 132-54-7 ]
  • [ 26639-38-3 ]
  • 4
  • [ 24954-67-4 ]
  • [ 132-54-7 ]
  • 1-hydroxy-[2]naphthoic acid-{4-[5-(3-chlorosulfonyl-benzoylamino)-2-(2,4-di-<i>tert</i>-pentyl-phenoxy)-benzoylamino]-phenethylamide} [ No CAS ]
  • 5
  • [ 132-54-7 ]
  • [ 136-76-5 ]
  • [ 856059-58-0 ]
  • 6
  • [ 132-54-7 ]
  • 2-chloro-4-(1-methyl-butyl)-aniline [ No CAS ]
  • [ 856063-11-1 ]
  • 7
  • [ 132-54-7 ]
  • 3-amino-4-(2,4-di-<i>tert</i>-pentyl-phenoxy)-benzoic acid [ No CAS ]
  • [ 119505-69-0 ]
  • 8
  • [ 132-54-7 ]
  • [ 108759-99-5 ]
  • 9
  • [ 132-54-7 ]
  • 4-(3,5-bis-methoxycarbonyl-phenylazo)-1-hydroxy-[2]naphthoic acid-{4-[2-(2,4-di-<i>tert</i>-pentyl-phenoxy)-5-(3-sulfo-benzoylamino)-benzoylamino]-phenethylamide} [ No CAS ]
  • 11
  • [ 132-54-7 ]
  • [ 106-49-0 ]
  • [ 110677-81-1 ]
  • 12
  • [ 132-54-7 ]
  • [ 106-47-8 ]
  • [ 50729-12-9 ]
  • 13
  • [ 132-54-7 ]
  • [ 615-21-4 ]
  • [ 109590-54-7 ]
  • 14
  • [ 132-54-7 ]
  • [ 99-98-9 ]
  • [ 110145-09-0 ]
  • 15
  • [ 132-54-7 ]
  • [ 100-01-6 ]
  • [ 68352-27-2 ]
  • 16
  • [ 132-54-7 ]
  • [ 88-74-4 ]
  • [ 40388-14-5 ]
  • 17
  • [ 132-54-7 ]
  • [ 124-40-3 ]
  • [ 86623-57-6 ]
  • 19
  • [ 132-54-7 ]
  • [ 95-54-5 ]
  • [ 14967-48-7 ]
  • 20
  • [ 132-54-7 ]
  • [ 95-55-6 ]
  • [ 32339-66-5 ]
  • 21
  • [ 132-54-7 ]
  • [ 95-51-2 ]
  • [ 50729-10-7 ]
  • 22
  • [ 132-54-7 ]
  • [ 91-59-8 ]
  • 1-hydroxy-[2]naphthoic acid-[2]naphthylamide [ No CAS ]
  • 23
  • [ 132-54-7 ]
  • [ 108-44-1 ]
  • [ 110677-80-0 ]
  • 24
  • [ 132-54-7 ]
  • [ 2836-04-6 ]
  • [ 26839-88-3 ]
  • 25
  • [ 132-54-7 ]
  • [ 99-09-2 ]
  • [ 71835-65-9 ]
  • 26
  • [ 132-54-7 ]
  • [ 95-53-4 ]
  • [ 110677-77-5 ]
  • 27
  • [ 108-95-2 ]
  • [ 86-48-6 ]
  • [ 132-54-7 ]
  • 32
  • [ 132-54-7 ]
  • [ 41710-89-8 ]
  • [ 39163-92-3 ]
  • 33
  • [ 132-54-7 ]
  • 4-amino-3-methyl-N-ethyl-N-(β-methylsulfonylaminoethyl)aniline [ No CAS ]
  • 4-{4-[Ethyl-(2-methylsulfamoyl-ethyl)-amino]-2-methyl-phenylamino}-1-oxo-1,4-dihydro-naphthalene-2-carboxylic acid phenyl ester [ No CAS ]
  • 34
  • [ 100-32-3 ]
  • [ 132-54-7 ]
  • [ 68719-64-2 ]
  • 35
  • [ 16005-90-6 ]
  • [ 132-54-7 ]
  • phenyl 1-hydroxy-4-(piperidinothio)-2-naphthoate [ No CAS ]
  • 36
  • [ 16005-90-6 ]
  • [ 132-54-7 ]
  • 4,4'-thiobis(phenyl 1-hydroxy-2-naphthoate) [ No CAS ]
  • 37
  • [ 98069-24-0 ]
  • [ 132-54-7 ]
  • phenyl 1-hydroxy-4-(piperidinothio)-2-naphthoate [ No CAS ]
  • 38
  • [ 98069-24-0 ]
  • [ 132-54-7 ]
  • 4,4'-thiobis(phenyl 1-hydroxy-2-naphthoate) [ No CAS ]
  • 39
  • [ 132-54-7 ]
  • [ 36268-76-5 ]
  • 40
  • [ 132-54-7 ]
  • 4-<2,4-di-<i>tert</i>-pentyl-phenoxy>-butylamine [ No CAS ]
  • [ 32180-75-9 ]
  • 43
  • [ 132-54-7 ]
  • β-trifluoromethyl-aniline [ No CAS ]
  • [ 442-30-8 ]
  • 45
  • [ 132-54-7 ]
  • [ 157014-35-2 ]
  • [ 406214-67-3 ]
  • 46
  • [ 132-54-7 ]
  • [ 137897-13-3 ]
  • 47
  • [ 132-54-7 ]
  • [ 71835-69-3 ]
  • 48
  • [ 132-54-7 ]
  • [ 68352-40-9 ]
  • 49
  • [ 132-54-7 ]
  • [ 40388-15-6 ]
  • 50
  • [ 132-54-7 ]
  • [ 29228-75-9 ]
  • 51
  • [ 132-54-7 ]
  • [ 109691-64-7 ]
  • 52
  • [ 132-54-7 ]
  • [ 27896-87-3 ]
  • 53
  • [ 132-54-7 ]
  • 3-(4-chloro-phenylcarbamoyl)-4-hydroxy-naphthalene-1-sulfonic acid [ No CAS ]
  • 54
  • [ 132-54-7 ]
  • 1-hydroxy-4-phenylazo-[2]naphthoic acid-[2-chloro-4-(1-methyl-butyl)-anilide] [ No CAS ]
  • 55
  • [ 132-54-7 ]
  • 4-(4-diethylamino-phenylazo)-1-hydroxy-[2]naphthoic acid-(2,5-dibutoxy-anilide) [ No CAS ]
  • 56
  • [ 132-54-7 ]
  • {4-[3-(2,5-dibutoxy-phenylcarbamoyl)-4-hydroxy-[1]naphthylazo]-phenyl}-methanesulfonic acid [ No CAS ]
  • 57
  • [ 90-15-3 ]
  • [ 1885-14-9 ]
  • [ 132-54-7 ]
YieldReaction ConditionsOperation in experiment
31.5 g (59.7%) With hydrogenchloride;aluminium trichloride; In water; toluene; EXAMPLE 1 To a 500-mL, three-neck, nitrogen-purged flask were added 28.8 g (0.20 mole) of 1-naphthol and 90 mL of toluene. To this stirred slurry was added 26.6 g (0.20 mole) of anhydrous aluminum chloride in portions over five minutes. The temperature of the mixture rose to 40-50 C. during this addition. The orange slurry was heated to reflux, then 32.0 g (0.204 mole) of phenyl chloroformate was added over a period of 30 minutes. After this addition, the mixture was refluxed for 30 minutes then cooled to 30-40 C. To the red reaction mixture was added 100 mL of water while holding the temperature at 35-50 C. This addition is very exothermic initially, and ice bath cooling is used. During addition of the remaining water, the bath is lowered or removed in order to avoid cooling below 35 C. After this addition, 20 mL of 32% hydrochloric acid was added quickly at 35 -50 C. The mixture was stirred for 15 minutes, then the layers are allowed to separate. The lower (aqueous) layer was discarded. The top layer was washed (at 40-50 C.) successively with: two 100-mL portions of 10% hydrochloric acid and two 100-mL portions of 40-50 C. water. The solvent was then stripped off under vacuum (150-200 mm) to a pot temperature of 90 C. To the resulting amber liquid was added 120 mL of isopropyl alcohol at 70 C. The solution was cooled slowly to 0-5 C. After stirring at 0-5 C. for one hour, the slurry was filtered and the solids washed with three 25-mL portions of 0-5 C. isopropyl alcohol. The yellow solids were air dried at 40 C. to give 31.5 g (59.7%) of phenyl 1-hydroxy-2-naphthoate.
  • 58
  • [ 132-54-7 ]
  • [ 95-84-1 ]
  • [ 1210945-45-1 ]
YieldReaction ConditionsOperation in experiment
84% at 200℃; for 1.5h; The compound was prepared by the above reaction without any solvent. Yield 84%; M.p 175 0C (DSC, onset). It was further purified by colum chromatography ( silica gel-CH2CI2). Elemental analysis: table.
  • 59
  • [ 132-54-7 ]
  • [ 137-07-5 ]
  • [ 76995-70-5 ]
YieldReaction ConditionsOperation in experiment
37% at 200℃; for 2.0h; The compound was prepared by the above reaction without any solvent, isolated as a light greenish yellow solid after column chromatography over silica gel (dichloromethane- petroleum ether 40-60 0C 3:2). Yield 37%. M. p 181 0C (DSC, onset). Elemental analysis: table.
  • 60
  • [ 3731-53-1 ]
  • [ 132-54-7 ]
  • 8-hydroxy-N-(pyridine-4-ylmethyl)naphthalene-1-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In tetrahydrofuran; for 24.0h;Reflux; To a stirred solution of <strong>[132-54-7]phenyl 1-hydroxy-2-naphthoate</strong> (0.53 g, 2.0 mmol) in THF (25 mL) was added 4-picolylamine(0.22 g, 2.0 mmol). The mixture was stirred at reflux for 24 hand then evaporated. The crude product was purified by columnchromatography (eluent: CH2Cl2 then CH2Cl2/MeOH 7:3) givingcompound 19 (0.42 g, 75%) as an orange solid, mp 132-134 C.HRMS (NSI) for C17H14N2O2. Calculated mass of molecular ion279.1128 [M+H]+. Measured mass: 279.1132; IR mmax cm1 3244;3044; 1622, 1597; 1548, 1401, 1332, 1272, 999, 790, 764; 1HNMR (400 MHz; d6-DMSO) dH 9.82 (1H, s, br, NH), 8.56 (2H,d, J = 6.0 Hz, Ar-H), 8.32 (1H, d, J = 8.2 Hz, Ar-H), 8.01 (1H, d,J = 8.7 Hz, Ar-H), 7.90 (1H, d, J = 7.8 Hz, Ar-H), 7.66 (1H, t,J = 7.6 Hz, Ar-H), 7.57 (1H, t, J = 7.1 Hz, Ar-H), 7.46-7.36 (3H, m,Ar-H), 4.64 (2H, d, J = 5.0 Hz, CH2NH); 13C NMR (101 MHz;d6-DMSO) dC 171.3 (CO), 160.6 (Ar-C), 150.2 (2 Ar-C), 148.4(Ar-C), 136.5 (Ar-C), 129.4 (Ar-C), 128.0 (Ar-C), 126.23 (Ar-C),125.5 (Ar-C), 123.7 (Ar-C), 123.3 (Ar-C), 122.7 (2 Ar-C), 118.0(Ar-C), 107.5 (Ar-C), 42.1 (CH2).
  • 61
  • [ 132-54-7 ]
  • N-(2-aminoethyl)-3-(2-hydroxy-5-nitrophenyl)propanamide hydrochloride [ No CAS ]
  • 1-hydroxy-N-[2-[3-(2-hydroxy-5-nitrophenyl)propanamido]ethyl]naphthalene-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide; for 72.0h;Reflux; A mixtureof compound 33 (1.00 g, 3.46 mmol), phenyl-1-hydroxy-2-naphthoate(0.92 g, 3.46 mmol) and NaHCO3 (0.29 g, 3.46 mmol) inTHF/DMF (50 mL, 2:1) was heated at reflux for 72 h. The solventswere evaporated and the residue was recrystallized from ethanol/methanol (40 mL, 50:50) giving compound 34 (1.40 g, 96%) asa yellow powder, mp 232 C. HRMS (NSI) for C22H21N3O6. Calculatedmass of molecular ion 446.1323 [M+Na]+. Measured mass:446.1321; IR mmax cm1 3368, 3300-2500, 1640, 1581, 1538,1333, 1276, 1285, 1253, 756; 1H NMR (400 MHz; d6-DMSO) dH9.22 (1H, m, NH), 8.30-8.22 (2H, m, NH, Ar-H), 8.01-7.90 (3H, m,Ar-H), 7.87 (1H, d, J = 8.2 Hz, Ar-H), 7.66-7.60 (1H, m, Ar-H),7.57-7.52 (1H, m, Ar-H), 7.37 (1H, d, J = 8.7 Hz, Ar-H), 7.04 (1H,d, J = 9.2 Hz, Ar-H), 3.40 (2H, q, J = 6.4 Hz, CH2NH), 3.30 (2H, q,J = 6.0 Hz, CH2NH), 2.84 (2H, t, J = 7.8 Hz, CH2), 2.43 (2H, t,J = 7.8 Hz, CH2); 13C NMR (101 MHz; d6-DMSO) dC 172.3 (CO),171.1 (CO), 163.3 (Ar-C), 160.2 (Ar-C), 139.3 (Ar-C), 136.3(Ar-C), 129.2 (2 Ar-C), 128.0 (Ar-C), 126.2 (Ar-C), 126.0 (Ar-C),125.3 (Ar-C), 124.4 (Ar-C), 123.5 (Ar-C), 123.4 (Ar-C), 117.9 (Ar-C), 115.6 (Ar-C), 107.6 (Ar-C), 39.6 (CH2NH, signal obscured by d6-DMSOsignal, re-appears by DEPT), 38.6 (CH2), 35.1 (CH2), 26.0 (CH2).
  • 62
  • [ 132-54-7 ]
  • [ 85720-85-0 ]
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