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144036-17-9

144036-17-9

144036-17-9

Identification

Synonyms:3-Cyclopentyloxy-4-methoxybenzoicacid

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Chemical Properties

  • Melting Point: 160-164°C

  • Boiling Point: 376.3°Cat760mmHg

  • Flash Point:142°C

  • Density: 1.213g/cm3

  • Storage Temp.:2-8°C

  • Vapor Pressure: 2.48E-06mmHg at 25°C

  • PKA: 4.22±0.10(Predicted)

  • PSA: 55.76000

  • LogP: 2.71480

Safety information and MSDS

  • Pictogram(s):

  • Hazard Codes:Xi

Supplier and reference price view more

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  • Manufacture/Brand:TRC
  • Product Description:3-(cyclopentyloxy)-4-methoxybenzoic acid
  • Packaging:100mg
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-(Cyclopentyloxy)-4-methoxybenzoic acid
  • Packaging:10 g
  • Price:$ 431
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3-(Cyclopentyloxy)-4-methoxybenzoic acid
  • Packaging:1 g
  • Price:$ 93
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:3-(cyclopentyloxy)-4-methoxybenzoic acid AldrichCPR
  • Packaging:250mg
  • Price:$ 53
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:3-(Cyclopentyloxy)-4-methoxybenzoic acid 97%
  • Packaging:1g
  • Price:$ 139
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:3-(Cyclopentyloxy)-4-methoxybenzoic acid 97%
  • Packaging:10g
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  • Manufacture/Brand:Crysdot
  • Product Description:3-(cyclopentyloxy)-4-methoxybenzoic acid 97%
  • Packaging:5g
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  • Manufacture/Brand:Chemenu
  • Product Description:3-(cyclopentyloxy)-4-methoxybenzoic acid 97%
  • Packaging:5g
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  • Manufacture/Brand:Atlantic Research Chemicals
  • Product Description:3-(cyclopentyloxy)-4-methoxybenzoic acid 95%
  • Packaging:250mgs:
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-(CYCLOPENTYLOXY)-4-METHOXYBENZOIC ACID 95.00%
  • Packaging:10G
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Relevant articles and documentsAll total 13 Articles be found

Comparison of the full-length and 152~528 truncate of human cyclic nucleotide phosphodiesterase 4b2 for the characterization of inhibitors

Zhang, Xiang,He, Shu,Hu, Xiaolei,Wu, Jing,Li, Xinpeng,Liao, Fei,Yang, Xiaolan

, p. 49 - 58 (2019/08/06)

Aim and Objective: Human full-length cyclic nucleotide phosphodiesterase isozyme 4B2 (hPDE4B2) as the target for screening and characterizing inhibitors suffers from low activity yield and the coexistence of two conformational states bearing different aff

Synthesis, biological evaluation, and molecular modeling of new 3-(cyclopentyloxy)-4-methoxybenzaldehyde O-(2-(2,6-dimethylmorpholino)-2- oxoethyl) oxime (GEBR-7b) related phosphodiesterase 4D (PDE4D) inhibitors

Brullo, Chiara,Massa, Matteo,Rocca, Massimo,Rotolo, Chiara,Guariento, Sara,Rivera, Daniela,Ricciarelli, Roberta,Fedele, Ernesto,Fossa, Paola,Bruno, Olga

, p. 7061 - 7072 (2014/11/07)

A new series of 3-(cyclopentyloxy)-4-methoxyphenyl derivatives, structurally related to our hit GEBR-4a (1) and GEBR-7b (2), has been designed by changing length and functionality of the chain linking the catecholic moiety to the terminal cycloamine portion. Among the numerous molecules synthesized, compounds 8, 10a, and 10b showed increased potency as PDE4D enzyme inhibitors with respect to 2 and a good selectivity against PDE4A4, PDE4B2, and PDE4C2 enzymes, without both cytotoxic and genotoxic effects. The ability to enhance cAMP level in neuronal cells was assessed for compound 8. SAR considerations, also confirmed by in silico docking simulations, evidenced that both chain and amino terminal function characterized by higher hydrophilicity are required for a good and selective inhibitor-catalytic pocket interaction.

INHIBITORS OF PHOSPHODIESTERASE TYPE-IV

-

Page/Page column 14, (2008/06/13)

The present invention relates to oxazine derivatives, which can be used as selective inhibitors of phosphodiesterase (PDE) type IV. Compounds disclosed herein can be useful in the treatment of CMS disorders, AIDS, asthma, arthritis, bronchitis, chronic ob

Process route upstream and downstream products

Process route

3-cyclopentyloxy-4-methoxybenzylaldehyde
67387-76-2

3-cyclopentyloxy-4-methoxybenzylaldehyde

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
With sodium chlorite; aminosulfonic acid; acetic acid; for 1h; Ambient temperature;
92%
With sodium chlorite; aminosulfonic acid; acetic acid; In water; at 20 ℃; for 1.25h; Reagent/catalyst; Solvent; Temperature;
92%
With sodium hypochlorite; aminosulfonic acid; acetic acid; at 18 - 20 ℃; for 1.5h;
91%
With sodium chlorate; aminosulfonic acid; In water; acetone; at -5 - 15 ℃; for 3h;
78%
With potassium permanganate; tetrabutylammomium bromide; In pyridine; at 0 ℃; for 2h;
67%
With dihydrogen peroxide; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; for 40h; Reflux;
53%
With sodium chlorite; aminosulfonic acid; In water; acetic acid; at 0 - 20 ℃; for 1h;
With sodium chlorite; aminosulfonic acid; acetic acid; In water; at 0 - 20 ℃;
methyl 3-(cyclopentyloxy)-4-methoxybenzoate
154464-24-1

methyl 3-(cyclopentyloxy)-4-methoxybenzoate

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
With potassium hydroxide; In methanol; water; at 20 ℃; for 12h;
93%
aminosulfonic acid
5329-14-6

aminosulfonic acid

3-cyclopentyloxy-4-methoxybenzylaldehyde
67387-76-2

3-cyclopentyloxy-4-methoxybenzylaldehyde

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
With sodium chloride; In water; acetic acid;
90%
With sodium; In water; acetic acid;
sodium chlorite
7758-19-2

sodium chlorite

aminosulfonic acid
5329-14-6

aminosulfonic acid

3-cyclopentyloxy-4-methoxybenzylaldehyde
67387-76-2

3-cyclopentyloxy-4-methoxybenzylaldehyde

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
In water; acetic acid;
isovanillin
621-59-0

isovanillin

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: potassium carbonate / ethanol / 8.25 h / Reflux; Inert atmosphere; Large scale
2: aminosulfonic acid; sodium chlorite; acetic acid / water / 1.25 h / 20 °C
With sodium chlorite; aminosulfonic acid; potassium carbonate; acetic acid; In ethanol; water;
Multi-step reaction with 2 steps
1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 22 h / 65 °C
2: aminosulfonic acid; sodium hypochlorite; acetic acid / 1.5 h / 18 - 20 °C
With sodium hypochlorite; aminosulfonic acid; potassium carbonate; acetic acid; potassium iodide; In N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 30 h / 100 °C
2: sodium hydroxide; dihydrogen peroxide; zinc(II) chloride / tetrahydrofuran / 40 h / Reflux
With dihydrogen peroxide; potassium carbonate; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
isovanillin
621-59-0

isovanillin

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 81 percent / K2CO3, KI / dimethylformamide / 21 h / 65 °C
2: 92 percent / sulfamic acid, aq. AcOH, aq. NaClO2 / 1 h / Ambient temperature
With sodium chlorite; aminosulfonic acid; potassium carbonate; acetic acid; potassium iodide; In N,N-dimethyl-formamide;
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 81 percent / K2CO3, KI / dimethylformamide / 21 h / 65 °C
2: 92 percent / sulfamic acid, aq. AcOH, aq. NaClO2 / 1 h / Ambient temperature
With sodium chlorite; aminosulfonic acid; potassium carbonate; acetic acid; potassium iodide; In N,N-dimethyl-formamide;
3-hydroxy-4-methoxybenzoate
6702-50-7

3-hydroxy-4-methoxybenzoate

3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 65 °C
2: potassium hydroxide / methanol; water / 12 h / 20 °C
With caesium carbonate; potassium hydroxide; In methanol; water; N,N-dimethyl-formamide;
3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

Conditions
Conditions Yield
3-cyclopentyloxy-4-methoxy benzoic acid
144036-17-9

3-cyclopentyloxy-4-methoxy benzoic acid

3-cyclopentyloxy-4-methoxy benzoic acid chloride
144036-19-1

3-cyclopentyloxy-4-methoxy benzoic acid chloride

Conditions
Conditions Yield
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
100%
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene;
100%
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene;
100%
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
100%
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
100%
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
100%
With thionyl chloride; N,N-dimethyl-formamide; In toluene; for 2.5h; Time; Reflux; Inert atmosphere;
99%
With thionyl chloride; In N,N-dimethyl-formamide; toluene; for 5h; Heating;
98%
With thionyl chloride; at 60 - 80 ℃; for 2h;
75%
With thionyl chloride; at 80 ℃; for 2h;
75%
In thionyl chloride; toluene;
With thionyl chloride; for 2h; Heating / reflux;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃;
With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 1.5h; Inert atmosphere;
With thionyl chloride; at 60 - 80 ℃; for 3h; Reflux;
With thionyl chloride; at 60 - 80 ℃; for 3h;
With thionyl chloride; at 60 - 80 ℃; for 3h;
With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; at 85 ℃; for 3h;

144036-17-9 Upstream products

144036-17-9 Downstream products

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  • Finetech Industry Limited
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  • General Synco Inc.
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