Muhammad Arfan | COMSATS abbottabad (original) (raw)
Papers by Muhammad Arfan
A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsy... more A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsymmetrical 1,3,4-oxadiazoles 4a-g by using sodium borohydride/acetic acid combination. Later on, acylhydrazines 5a-g were converted to their corresponding sulfonamide derivatives 6a-d.
C 7 H 7 BrN 2 O, monoclinic, P12 1 /c1 (no. 14), a = 12.769(3) Å, b = 12.754(3) Å, c = 5.026(1) Å... more C 7 H 7 BrN 2 O, monoclinic, P12 1 /c1 (no. 14), a = 12.769(3) Å, b = 12.754(3) Å, c = 5.026(1) Å, b = 99.874(4)°, V = 806.5 Å 3 , Z = 4, R gt(F) = 0.028, wRref(F 2 ) = 0.074, T = 293 K.
3-Dihalophenyl-and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthal... more 3-Dihalophenyl-and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl-and dihalophenylacetyl chlorides (2a-c), respectively. The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl )-3-(Dihalophenyl)-and (dl )-3-(dihalobenzyl)-3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.
In situ synthesis of benzyl chloromethyl ether and its use to protect bifunctional hydroxyl compo... more In situ synthesis of benzyl chloromethyl ether and its use to protect bifunctional hydroxyl compounds as benzyloxymethyl ethers is reported. This methodology was extended to alkylate the N-protected L-amino acids.
A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsy... more A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsymmetrical 1,3,4-oxadiazoles 4a-g by using sodium borohydride/acetic acid combination. Later on, acylhydrazines 5a-g were converted to their corresponding sulfonamide derivatives 6a-d.
Carbonic anhydrase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic iso... more Carbonic anhydrase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic isozymes I and II with some 1,3,4-oxadiazole-thiols', Journal of Enzyme Inhibition and Medicinal Chemistry, 21:4, 351 -359
New benzenesulfonamides, most of which are chiral, incorporating 1,3,4-oxadiazole, and selected a... more New benzenesulfonamides, most of which are chiral, incorporating 1,3,4-oxadiazole, and selected amino acid entities have been synthesized, using the microwave irradiation method. Most of the synthesized compounds were tested against HIV activity. C 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:425-431, 2007; Published online in Wiley InterScience (www.interscience.wiley.com).
![Research paper thumbnail of 2-[4-Benzyl-5-(2-furyl)-4H-1,2,4-triazol- 3-ylsulfanyl]acetamide](https://attachments.academia-assets.com/33561988/thumbnails/1.jpg)
](Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.105; data-to-parameter ratio = 16.7.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.105; data-to-parameter ratio = 16.7.
Key indicators: single-crystal X-ray study; T = 90 K; mean (C-C) = 0.002 Å; disorder in main resi... more Key indicators: single-crystal X-ray study; T = 90 K; mean (C-C) = 0.002 Å; disorder in main residue; R factor = 0.034; wR factor = 0.095; data-to-parameter ratio = 10.2.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; Hatom completeness 9... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; Hatom completeness 99%; disorder in solvent or counterion; R factor = 0.043; wR factor = 0.108; data-to-parameter ratio = 16.8.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.117; data-to-parameter ratio = 17.1.
3,5-Dimethoxyhomophthalic acid was prepared efficiently in three steps, from 3,5-dimethoxybenzyl ... more 3,5-Dimethoxyhomophthalic acid was prepared efficiently in three steps, from 3,5-dimethoxybenzyl bromide via rhodium-catalyzed direct carbonylation to 3,5-dimethoxyphenylacetic acid followed by successive o-formylation and oxidation. Isocoumarins related to agrimonolide and achlisocoumarin 1 were prepared in single step by condensation of the homophthalic acid with appropriate acid chlorides.
6,8-Dimethoxy-3-[2-(4-methoxyphenyl)ethyl]isocoumarin was synthesized by condensation of 5,7-dime... more 6,8-Dimethoxy-3-[2-(4-methoxyphenyl)ethyl]isocoumarin was synthesized by condensation of 5,7-dimethoxyhompophthalic acid with 3-(4-methoxyphenyl)propanoyl chloride. The structure of the synthesized compound was confirmed by its mass spectrometric studies. The synthesized compound serves as a model for synthesis of DL-agrimonolide.
A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsy... more A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsymmetrical 1,3,4-oxadiazoles 4a-g by using sodium borohydride/acetic acid combination. Later on, acylhydrazines 5a-g were converted to their corresponding sulfonamide derivatives 6a-d.
C 7 H 7 BrN 2 O, monoclinic, P12 1 /c1 (no. 14), a = 12.769(3) Å, b = 12.754(3) Å, c = 5.026(1) Å... more C 7 H 7 BrN 2 O, monoclinic, P12 1 /c1 (no. 14), a = 12.769(3) Å, b = 12.754(3) Å, c = 5.026(1) Å, b = 99.874(4)°, V = 806.5 Å 3 , Z = 4, R gt(F) = 0.028, wRref(F 2 ) = 0.074, T = 293 K.
3-Dihalophenyl-and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthal... more 3-Dihalophenyl-and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl-and dihalophenylacetyl chlorides (2a-c), respectively. The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl )-3-(Dihalophenyl)-and (dl )-3-(dihalobenzyl)-3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.
In situ synthesis of benzyl chloromethyl ether and its use to protect bifunctional hydroxyl compo... more In situ synthesis of benzyl chloromethyl ether and its use to protect bifunctional hydroxyl compounds as benzyloxymethyl ethers is reported. This methodology was extended to alkylate the N-protected L-amino acids.
A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsy... more A new method has been developed for the synthesis of acylhydrazines 5a-g by the reduction of unsymmetrical 1,3,4-oxadiazoles 4a-g by using sodium borohydride/acetic acid combination. Later on, acylhydrazines 5a-g were converted to their corresponding sulfonamide derivatives 6a-d.
Carbonic anhydrase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic iso... more Carbonic anhydrase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic isozymes I and II with some 1,3,4-oxadiazole-thiols', Journal of Enzyme Inhibition and Medicinal Chemistry, 21:4, 351 -359
New benzenesulfonamides, most of which are chiral, incorporating 1,3,4-oxadiazole, and selected a... more New benzenesulfonamides, most of which are chiral, incorporating 1,3,4-oxadiazole, and selected amino acid entities have been synthesized, using the microwave irradiation method. Most of the synthesized compounds were tested against HIV activity. C 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:425-431, 2007; Published online in Wiley InterScience (www.interscience.wiley.com).
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.105; data-to-parameter ratio = 16.7.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.105; data-to-parameter ratio = 16.7.
Key indicators: single-crystal X-ray study; T = 90 K; mean (C-C) = 0.002 Å; disorder in main resi... more Key indicators: single-crystal X-ray study; T = 90 K; mean (C-C) = 0.002 Å; disorder in main residue; R factor = 0.034; wR factor = 0.095; data-to-parameter ratio = 10.2.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; Hatom completeness 9... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; Hatom completeness 99%; disorder in solvent or counterion; R factor = 0.043; wR factor = 0.108; data-to-parameter ratio = 16.8.
Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR... more Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.003 Å; R factor = 0.046; wR factor = 0.117; data-to-parameter ratio = 17.1.
3,5-Dimethoxyhomophthalic acid was prepared efficiently in three steps, from 3,5-dimethoxybenzyl ... more 3,5-Dimethoxyhomophthalic acid was prepared efficiently in three steps, from 3,5-dimethoxybenzyl bromide via rhodium-catalyzed direct carbonylation to 3,5-dimethoxyphenylacetic acid followed by successive o-formylation and oxidation. Isocoumarins related to agrimonolide and achlisocoumarin 1 were prepared in single step by condensation of the homophthalic acid with appropriate acid chlorides.
6,8-Dimethoxy-3-[2-(4-methoxyphenyl)ethyl]isocoumarin was synthesized by condensation of 5,7-dime... more 6,8-Dimethoxy-3-[2-(4-methoxyphenyl)ethyl]isocoumarin was synthesized by condensation of 5,7-dimethoxyhompophthalic acid with 3-(4-methoxyphenyl)propanoyl chloride. The structure of the synthesized compound was confirmed by its mass spectrometric studies. The synthesized compound serves as a model for synthesis of DL-agrimonolide.