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Chemistry
Heterocyclic Building Blocks
Triazoles
4-((1H-1,2,4-Triazol-1-yl)methyl)benzoic acid
Chemistry
Material Science
Heterocyclic Building Blocks
Organic Building Blocks MOF Ligands
Triazoles
Aryls Carboxylic Acids Carboxylic Acid Nitrogen-Containing Mixed MOF Ligands

[ CAS No. 160388-54-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 160388-54-5
Chemical Structure| 160388-54-5
Chemical Structure| 160388-54-5
Structure of 160388-54-5 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 160388-54-5 ]

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SDS Specification
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Product Details of [ 160388-54-5 ]

CAS No. :160388-54-5 MDL No. :MFCD07187900
Formula : C10H9N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DJXUEFGFCMIONN-UHFFFAOYSA-N
M.W : 203.20 Pubchem ID :3159714
Synonyms :

Calculated chemistry of [ 160388-54-5 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 11
Fraction Csp3 : 0.1
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 52.73
TPSA : 68.01 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) : -7.01 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.12
Log Po/w (XLOGP3) : 0.74
Log Po/w (WLOGP) : 1.02
Log Po/w (MLOGP) : 1.02
Log Po/w (SILICOS-IT) : 0.68
Consensus Log Po/w : 0.92

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.91
Solubility : 2.5 mg/ml ; 0.0123 mol/l
Class : Very soluble
Log S (Ali) : -1.75
Solubility : 3.64 mg/ml ; 0.0179 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.34
Solubility : 0.931 mg/ml ; 0.00458 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.54

Safety of [ 160388-54-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 160388-54-5 ]

* 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.

  • Downstream synthetic route of [ 160388-54-5 ]

[ 160388-54-5 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 160388-64-7 ]
  • [ 160388-54-5 ]
Reference： [1]Il Farmaco,1994,vol. 49,p. 625 - 632
  • 2
  • [ 26496-94-6 ]
  • [ 160388-54-5 ]
Reference： [1]Il Farmaco,1994,vol. 49,p. 625 - 632
YieldReaction ConditionsOperation in experiment
(173-2) 4-(1H-1,2,4-Triazol-1-ylmethyl)benzoic acid was obtained from the compound of Example 173-1 in a similar manner to Example 16. 1H NMR (DMSO-d6, 400 MHz) δ 12.95 (brs, 1H), 8.69 (s, 1H), 8.01 (s, 1H), 7.92 (d, 2H, J=8.3 Hz), 7.34 (d, 2H, J=8.3 Hz), 5.51 (s, 2H).
(173-2) 4-(1H-1,2,4-Triazol-1-ylmethyl)benzoic acid was obtained from the compound of Example 173-1 in a similar manner to Example 16. 1H NMR (DMSO-d6, 400MHz) δ 12.95 (brs, 1H), 8.69 (s, 1H), 8.01 (s, 1H), 7.92 (d, 2H, J=8.3Hz), 7.34 (d, 2H, J=8.3Hz), 5.51 (s, 2H).
  • 4
  • [ 160388-54-5 ]
  • [ 870766-45-3 ]
YieldReaction ConditionsOperation in experiment
(173-4) The title compound was obtained from the compound of Example 173-3 in a similar manner to Example 18-3. 1H NMR (CDCl3, 400 MHz) δ 8.13 (s, 1H), 8.01 (s, 1H), 7.86 (d, 1H, J=2.2 Hz), 7.82 (d, 2H, J=8.3 Hz), 7.47 (d, 1H, J=8.3 Hz), 7.40 (dd, 1H, J=8.3, 2.2 Hz), 7.32 (d, 2H, J=8.3 Hz), 7.20 (d, 1H, J=15.8 Hz), 7.11 (dd, 1H, J=2.4, 1.7 Hz), 6.75 (dd, 1H, J=4.1, 1.7 Hz), 6.33 (dt, 1H, J=15.8, 6.0 Hz), 6.23 (dd, 1H, J=4.1, 2.4 Hz), 5.43 (s, 2H), 5.22 (dd, 2H, J=6.0, 1.5 Hz), 3.86 (s, 3H).
Reference： [1]Patent: US2003/181496,2003,A1
  • 5
  • [ 7732-18-5 ]
  • [ 160388-54-5 ]
  • [ 10108-64-2 ]
  • poly[μ2-aqua-μ2-chlorido-[μ2-4-[(1H-1,2,4-triazol-1-yl)methyl]benzoato]cadmium(II)] [ No CAS ]
Reference： [1]Acta Crystallographica, Section C: Crystal Structure Communications,2009,vol. 65,p. m66-m68
  • 6
  • [ 160388-54-5 ]
  • [ 1447961-06-9 ]
Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6190 - 6199
  • 7
  • [ 160388-54-5 ]
  • C23H27Cl2N4O5P [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6190 - 6199
  • 8
  • [ 884489-32-1 ]
  • [ 160388-54-5 ]
  • diethyl (3-(4-((1H-1,2,4-triazol-1-yl)methyl)-N-(benzyloxy)benzamido)-1-(3,4-dichlorophenyl)propyl)phosphonate [ No CAS ]
Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 6190 - 6199
  • 9
  • [ 66-71-7 ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 33513-42-7 ]
  • [ 160388-54-5 ]
  • [ 1612868-48-0 ]
YieldReaction ConditionsOperation in experiment
75% In water; at 100 - 140℃; for 90.0h;Autoclave; A mixture of HL (20.3 mg, 0.10 mmol), CuCl2.2H2O (17.0 mg, 0.10 mmol), l,10-phenanthroline (19.8 mg, 0.10 mmol) and N,N-dimethylformamide (DMF)/H2O (2:3, v/v), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture has been heated at 140 C for 10 h and cooled to 100 C at a rate of 5 C h-1. Upon being held at 100 C for 72 h, the system was cooled to room temperature at a rate of 5 C h-1. The resulting solution was filtered and transfered in the vial for seven days. Blue triangular shape crystals were isolated and washed with EtOH repeatedly. (Yield: 75%, based on HL). 1H NMR (400 MHz, DMSO-d6): δ 9.455(s, 1H, -HCO), 8.682 (s, 1H, CH), 8.602 (d, 2H, -C5H3N), 8.068 (d, 2H, -C5H3N), 8.024 (s, 1H, CH), 7.924 (d, 2H, p-C6H4), 7.618 (d, 2H, -C6H2), 7.307 (t, 2H, -C5H3N), 7.286 (d, 2H, p-C6H4), 5.018 (s, 2H, CH2). IR (KBr pellet, cm-1): 3441 (b), 1628 (s), 1594 (s), 1382 (m), 1018 (m), 852 (m), 723 (m), 678 (m) (Fig. S1). Elemental analysis calculated for C23H17CuN5O4: C 56.22%, H 3.46%, N 14.26%; found: C 56.15%, H 3.60%, N 14.19%.
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 10
  • copper(II) choride dihydrate [ No CAS ]
  • [ 160388-54-5 ]
  • [copper(II)(4-(1H-1,2,4-trizol-1-ylmethyl)benzoate)2(H2O)]n [ No CAS ]
  • copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoic acid(-1H))<SUB>2</SUB> [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; at 120℃; for 72.0h;Autoclave; General procedure: A mixture of HL (20.3 mg, 0.10 mmol) and CuCl2·2H2O (17.0 mg, 0.10 mmol) was dissolved in distilled H2O (3 mL), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture was heated at 140 C for 72 h, cooled to 100 C at a rate of 5 C h-1, and held at this temperature for 10 h. Then, it was cooled to room temperature at a rate of 5 C h-1. Purple lump crystals were isolated in 45% yield (based on HL).
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 11
  • copper(II) choride dihydrate [ No CAS ]
  • [ 160388-54-5 ]
  • copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoic acid(-1H))<SUB>2</SUB> [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; at 90℃; for 72.0h;Autoclave; A mixture of HL (20.3 mg, 0.10 mmol) and CuCl2·2H2O (17.0 mg, 0.10 mmol) was dissolved in distilled H2O (3 mL), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture was heated at 140 C for 72 h, cooled to 100 C at a rate of 5 C h-1, and held at this temperature for 10 h. Then, it was cooled to room temperature at a rate of 5 C h-1. Purple lump crystals were isolated in 45% yield (based on HL). 1H NMR (400 MHz, DMSO-d6): δ 8.650 (s, 1H, CH), 8.004 (s, 1H, CH), 7.933 (d, 2H, p-C6H4), 7.331 (d, 2H, p-C6H4), 5.540 (s, 2H, CH2). IR (KBr pellet, cm-1): 3455 (b), 1608 (s), 1562 (m), 1371 (s), 1288 (m), 1119 (m), 736 (m), 674 (m) (Fig. S1). Elemental analysis calculated for C20H16CuN6O4: C 51.29%, H 3.41%, N 17.95%; found: C 51.11%, H 3.74%, N 17.80%.
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 12
  • copper(II) choride dihydrate [ No CAS ]
  • [ 160388-54-5 ]
  • copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoic acid)<SUB>2</SUB>Cl<SUB>2</SUB> [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% In water; at 180℃; for 72.0h;Autoclave; General procedure: A mixture of HL (20.3 mg, 0.10 mmol) and CuCl2·2H2O (17.0 mg, 0.10 mmol) was dissolved in distilled H2O (3 mL), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture was heated at 140 C for 72 h, cooled to 100 C at a rate of 5 C h-1, and held at this temperature for 10 h. Then, it was cooled to room temperature at a rate of 5 C h-1. Purple lump crystals were isolated in 45% yield (based on HL).
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 13
  • [ 288-88-0 ]
  • [ 6232-88-8 ]
  • [ 160388-54-5 ]
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 14
  • copper(II) choride dihydrate [ No CAS ]
  • [ 160388-54-5 ]
  • [ 1612868-46-8 ]
YieldReaction ConditionsOperation in experiment
10% In water; at 140 - 180℃; for 72.0h;Autoclave; General procedure: A mixture of HL (20.3 mg, 0.10 mmol) and CuCl2·2H2O (17.0 mg, 0.10 mmol) was dissolved in distilled H2O (3 mL), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture was heated at 140 C for 72 h, cooled to 100 C at a rate of 5 C h-1, and held at this temperature for 10 h. Then, it was cooled to room temperature at a rate of 5 C h-1. Purple lump crystals were isolated in 45% yield (based on HL).
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299
  • 15
  • copper(II) choride dihydrate [ No CAS ]
  • [ 160388-54-5 ]
  • [copper(II)(4-(1H-1,2,4-trizol-1-ylmethyl)benzoate)2(H2O)]n [ No CAS ]
  • copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoic acid(-1H))<SUB>2</SUB> [ No CAS ]
  • copper(II) (4-(1H-1,2,4-trizol-1-ylmethyl)benzoic acid)<SUB>2</SUB>Cl<SUB>2</SUB> [ No CAS ]
  • [ 1612868-46-8 ]
YieldReaction ConditionsOperation in experiment
In water; at 140℃; for 72.0h;Autoclave; General procedure: A mixture of HL (20.3 mg, 0.10 mmol) and CuCl2·2H2O (17.0 mg, 0.10 mmol) was dissolved in distilled H2O (3 mL), which were sealed in a 10 mL Teflon-lined stainless steel autoclave. The mixture was heated at 140 C for 72 h, cooled to 100 C at a rate of 5 C h-1, and held at this temperature for 10 h. Then, it was cooled to room temperature at a rate of 5 C h-1. Purple lump crystals were isolated in 45% yield (based on HL).
Reference： [1]Journal of Solid State Chemistry,2014,vol. 215,p. 292 - 299

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