Products Categories
| CAS No.: | 156897-06-2 |
|---|---|
| Name: | Licofelone |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C23H22ClNO2 |
| Molecular Weight: | 379.886 |
| Synonyms: | ML 3000;[2,2-Dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]aceticacid; |
| EINECS: | 694-581-3 |
| Density: | 1.23 g/cm3 |
| Melting Point: | 162-163 °C |
| Boiling Point: | 539.7 °C at 760 mmHg |
| Flash Point: | 280.2 °C |
| Appearance: | Yellowish solid |
| PSA: | 42.23000 |
| LogP: | 5.68490 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 211914-50-0N-[[2-[[[4-(Aminoiminomethyl)phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-(2-pyridinyl)-beta-alanine ethyl ester hydrochloride
- 156897-35-7
ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetate
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol; water at 80℃; | 77% |
| With sodium hydroxide In ethanol at 80℃; for 0.25h; | 77% |
| With sodium hydroxide In ethanol for 0.166667h; Heating; | 75.5% |
| Stage #1: ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)acetate With sodium hydroxide; water In ethanol for 0.5h; Heating / reflux; Stage #2: With hydrogenchloride In ethanol; water Product distribution / selectivity; | 64% |
| With aq. alkaline hydroxide at 60 - 70℃; for 1h; |
- 1061179-20-1
methyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetate
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Stage #1: methyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetate With sodium hydroxide; water In ethanol for 0.5h; Heating / reflux; Stage #2: With hydrogenchloride In ethanol; water Product distribution / selectivity; | 71% |
| With aq. alkaline hydroxide at 60 - 70℃; for 1h; |
- 262426-70-0
[6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-1H-pyrrolizin-5-yl]acetic acid tert-butyl ester
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Stage #1: [6-(4-chlorophenyl)-2,3-dihydro-2,2-dimethyl-7-phenyl-1H-pyrrolizin-5-yl]acetic acid tert-butyl ester With sodium hydroxide; water In ethanol for 8h; Heating / reflux; Stage #2: With hydrogenchloride In ethanol; water Product distribution / selectivity; | 60% |
| With aq. alkaline hydroxide at 60 - 70℃; for 10h; |
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| With hydrazine hydrate; potassium hydroxide In ethylene diglycol at 85 - 145℃; for 7h; Wolff-Kishner reduction; | 55% |
| With hydrazine hydrate; potassium hydroxide In diethylene glycol at 85 - 145℃; for 7h; Wolff-Kishner reduction; | 55% |
| With hydrazine hydrate; potassium hydroxide In diethylene glycol at 50 - 145℃; Wolff-Kishner reduction; | 55.6% |
- 1061179-22-3
2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetamide
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Stage #1: 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetamide With sulfuric acid; water In methanol for 4h; Heating / reflux; Stage #2: With sodium hydroxide; water In methanol for 4h; Heating / reflux; Stage #3: With hydrogenchloride In methanol; water Product distribution / selectivity; | 50% |
- 3355-31-5
1-chloro-3-phenyl-2-propyne
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 90 percent / aq. NaOH, NaI, n-Bu4NI / toluene / 24 h / 50 °C 2: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 3: 68 percent / pivalic acid / 5 h / 150 °C 4: 77 percent / EtONa / ethanol / 15 h / Ambient temperature 5: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h 6: 92 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran; H2O / 1) rt, 1 h; 2) reflux, 1 h 7: 1.) p-toluenesulfonhydrazide, p-TsOH*H2O, 2.) NaBH3CN / 1) EtOH, reflux, 7 h; 2) EtOH, reflux, 4 h 8: 77 percent / aq. NaOH / ethanol / 0.25 h / 80 °C View Scheme |
- 197963-29-4
2,2-dimethyl-5-phenylpent-4-ynal
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: 1.) Et3N, 2.) NaBH(OAc)3 / 1) CH2Cl2, rt, 15 min; 2) CH2Cl2, rt, 12 h 2: 68 percent / pivalic acid / 5 h / 150 °C 3: 77 percent / EtONa / ethanol / 15 h / Ambient temperature 4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h 5: 92 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran; H2O / 1) rt, 1 h; 2) reflux, 1 h 6: 1.) p-toluenesulfonhydrazide, p-TsOH*H2O, 2.) NaBH3CN / 1) EtOH, reflux, 7 h; 2) EtOH, reflux, 4 h 7: 77 percent / aq. NaOH / ethanol / 0.25 h / 80 °C View Scheme | |
| Multi-step reaction with 7 steps 1: 80 percent / NaBH(OAc)3, Et3N / CH2Cl2 / Ambient temperature 2: 68 percent / t-BuCO2H / 150 °C 3: 77 percent / EtONa / ethanol / Ambient temperature 4: 80 percent / NaH / tetrahydrofuran / Ambient temperature 5: 92 percent / Pd(PPh3)4, Na2CO3 / H2O; tetrahydrofuran / Heating 6: 1.) p-toluenesulfonyl hydrazide, p-TsOH, 2.) NaBH3CN / 1.) EtOH, reflux, 2.) EtOH, reflux 7: 77 percent / NaOH / ethanol; H2O / 80 °C View Scheme |
- 197963-31-8
2,2-dimethyl-7-phenyl-2,3,5,6-tetrahydro-1H-pyrrolizin-6-one
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 77 percent / EtONa / ethanol / 15 h / Ambient temperature 2: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h 3: 92 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran; H2O / 1) rt, 1 h; 2) reflux, 1 h 4: 1.) p-toluenesulfonhydrazide, p-TsOH*H2O, 2.) NaBH3CN / 1) EtOH, reflux, 7 h; 2) EtOH, reflux, 4 h 5: 77 percent / aq. NaOH / ethanol / 0.25 h / 80 °C View Scheme | |
| Multi-step reaction with 5 steps 1: 77 percent / EtONa / ethanol / Ambient temperature 2: 80 percent / NaH / tetrahydrofuran / Ambient temperature 3: 92 percent / Pd(PPh3)4, Na2CO3 / H2O; tetrahydrofuran / Heating 4: 1.) p-toluenesulfonyl hydrazide, p-TsOH, 2.) NaBH3CN / 1.) EtOH, reflux, 2.) EtOH, reflux 5: 77 percent / NaOH / ethanol; H2O / 80 °C View Scheme |
- 197963-30-7
methyl N-(2,2-dimethyl-5-phenylpent-4-ynyl)glycinate
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 68 percent / pivalic acid / 5 h / 150 °C 2: 77 percent / EtONa / ethanol / 15 h / Ambient temperature 3: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h 4: 92 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran; H2O / 1) rt, 1 h; 2) reflux, 1 h 5: 1.) p-toluenesulfonhydrazide, p-TsOH*H2O, 2.) NaBH3CN / 1) EtOH, reflux, 7 h; 2) EtOH, reflux, 4 h 6: 77 percent / aq. NaOH / ethanol / 0.25 h / 80 °C View Scheme | |
| Multi-step reaction with 6 steps 1: 68 percent / t-BuCO2H / 150 °C 2: 77 percent / EtONa / ethanol / Ambient temperature 3: 80 percent / NaH / tetrahydrofuran / Ambient temperature 4: 92 percent / Pd(PPh3)4, Na2CO3 / H2O; tetrahydrofuran / Heating 5: 1.) p-toluenesulfonyl hydrazide, p-TsOH, 2.) NaBH3CN / 1.) EtOH, reflux, 2.) EtOH, reflux 6: 77 percent / NaOH / ethanol; H2O / 80 °C View Scheme |
- 197963-32-9
ethyl 2-(2,2-dimethyl-6-hydroxy-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate
- 156897-06-2
licofelone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h 2: 92 percent / Pd(PPh3)4, Na2CO3 / tetrahydrofuran; H2O / 1) rt, 1 h; 2) reflux, 1 h 3: 1.) p-toluenesulfonhydrazide, p-TsOH*H2O, 2.) NaBH3CN / 1) EtOH, reflux, 7 h; 2) EtOH, reflux, 4 h 4: 77 percent / aq. NaOH / ethanol / 0.25 h / 80 °C View Scheme | |
| Multi-step reaction with 4 steps 1: 80 percent / NaH / tetrahydrofuran / Ambient temperature 2: 92 percent / Pd(PPh3)4, Na2CO3 / H2O; tetrahydrofuran / Heating 3: 1.) p-toluenesulfonyl hydrazide, p-TsOH, 2.) NaBH3CN / 1.) EtOH, reflux, 2.) EtOH, reflux 4: 77 percent / NaOH / ethanol; H2O / 80 °C View Scheme |
- 85857-16-51H,1H,2H,2H-Perfluorooctyltrimethoxysilane
- 19171-19-81H-Isoindole-1,3(2H)-dione,4-amino-2-(2,6-dioxo-3-piperidinyl)-
- 117428-22-5Benzeneacetic acid, a-(methoxymethylene)-2-[[[6-(trifluoromethyl)-2-pyridinyl]oxy]methyl]-,methyl ester, (aE)-
- 69353-21-5Benzofuro[4,3,2-efg][2]benzazocin-2-ol,2,3,3a,8,9,10,11,11b-octahydro-5-methoxy-9-methyl-, hydrobromide (9CI)
- 611-74-5Benzamide,N,N-dimethyl-
- 62-50-0Ethyl methanesulfonate
- 30499-70-8Trimethylolpropane triglycidyl ether
- 193275-84-21-Piperidinecarboxamide,4-[2-[4-[(11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl]-1-piperidinyl]-2-oxoethyl]-
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
What can I do for you?
Get Best Price
Specification
The Licofelone is an organic compound with the formula C23H22ClNO2. The systematic name of this chemical is [6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]acetic acid. With the CAS registry number 156897-06-2, it is also named as (2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine-5-yl)acetic acid. The product's categories are Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is a dual COX/LOX inhibitor being considered as a treatment for osteoarthritis. Licofelone is both an analgesic and an anti-inflammatory. Inhibition of 5-LOX may reduce the gastrointestinal toxicity associated with other non-steroidal anti-inflammatory drugs, which only inhibit COX (cyclooxygenase).
Physical properties about Licofelone are: (1)ACD/LogP: 6.73; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.66; (4)ACD/LogD (pH 7.4): 3.86; (5)ACD/BCF (pH 5.5): 6567.38; (6)ACD/BCF (pH 7.4): 103.76; (7)ACD/KOC (pH 5.5): 9340.49; (8)ACD/KOC (pH 7.4): 147.58; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 31.23 Å2; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 108.77 cm3; (15)Molar Volume: 306.9 cm3; (16)Polarizability: 43.12×10-24cm3; (17)Surface Tension: 45.5 dyne/cm; (18)Density: 1.23 g/cm3; (19)Flash Point: 280.2 °C; (20)Enthalpy of Vaporization: 86.01 kJ/mol; (21)Boiling Point: 539.7 °C at 760 mmHg; (22)Vapour Pressure: 1.76E-12 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc4ccc(c1c(n3c(c1c2ccccc2)CC(C)(C3)C)CC(=O)O)cc4
(2)InChI: InChI=1/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)
(3)InChIKey: UAWXGRJVZSAUSZ-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27)
(5)Std. InChIKey: UAWXGRJVZSAUSZ-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD | oral | > 300mg/kg (300mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 159, 1995. |