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| CAS No.: | 97322-87-7 |
|---|---|
| Name: | Troglitazone |
| Molecular Structure: | |
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| Formula: | C24H27NO5S |
| Molecular Weight: | 441.548 |
| Synonyms: | CI 991;CS045;Depotox;GR 92132X;Noscal;Rezulin;Romglizone; |
| Density: | 1.266 g/cm3 |
| Melting Point: | 184-186 °C |
| Boiling Point: | 657 °C at 760 mmHg |
| Flash Point: | 351.2 °C |
| Appearance: | crystalline solid |
| Safety: | 22-24/25 |
| PSA: | 110.16000 |
| LogP: | 4.70300 |
- 99170-93-1N-Methyl-2-oxazolamine
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- 98020-47-46-Amino-5-nitro-2-thio-uracil
- 97484-76-91-(prop-2-ynyl)-1H-pyrido[2,3-d][1,3]oxazine-2,4-dione
- 97484-75-81-allyl-1H-pyrido[2,3-d][1,3]oxazine-2,4-dione
- 98025-62-8(5-METHYL-[1,3,4]THIADIAZOL-2-YL)-HYDRAZINE
- 99724-17-1Dimethyl-pyrrolidin-3-ylmethyl-amine
- 97484-82-71-allyl-7-methyl-1H-pyrido[2,3-d][1,3]oxazine-2,4-dione
- 98084-25-4CESIUM TITANATE 99.9+%
- 98296-48-1GANODERIC ACID C2(SH)
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; dimethylaminoacetic acid; sodium hydroxide In tetrahydrofuran; water at 20℃; | 84% |
| With hydrogen; acetic acid In water; palladium |
- 199441-78-6
5-[4-(6-benzyloxy-2,5,7,8-tetramethyl-chroman-2-ylmethoxy)-benzyl]-thiazolidine-2,4-dione
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid at 70 - 80℃; debenzylation; | 70% |
- 17356-08-0
thiourea
- 97322-68-4
Ethyl 3-<4-<(6-acetoxy-2,5,7,8-tetramethylchroman-2-yl)methoxy>phenyl>-2-chloropropionate
A
- 97322-87-7
Troglitazone
B
- 97323-08-5
5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]-2-iminothiazolidin-4-one
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid 1.) sulfolane, 115 to 120 deg C, 80 min, 2.) H2O, 85 to 90 deg c, 12 h; Yield given. Multistep reaction. Yields of byproduct given; |
- 127040-01-1
Troglitazone glucuronide
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| enzymatic treatment using glusulase; |
- 459-57-4
4-fluorobenzaldehyde
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: potassium tert-butoxide / dimethylformamide / 8 h / 80 °C 2: AcOH; piperidine / toluene / 4 h / Heating 3: HCl / methanol / 0.25 h 4: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme |
- 56305-04-5, 53188-07-1
trolox
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: imidazole / dimethylformamide 2: LAH / 3 h / 20 °C 3: potassium tert-butoxide / dimethylformamide / 8 h / 80 °C 4: AcOH; piperidine / toluene / 4 h / Heating 5: HCl / methanol / 0.25 h 6: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme | |
| Multi-step reaction with 8 steps 1: toluene-4-sulfonic acid / 12 h / Reflux 2: dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere 3: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 4: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 5: potassium carbonate / N,N-dimethyl-formamide / 48 h / 2 °C / Inert atmosphere 6: piperidine / ethanol / 12 h / Inert atmosphere; Reflux 7: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 20 h / 20 °C / 3620.13 Torr 8: hydrogenchloride; water / acetonitrile / 0.75 h / Reflux View Scheme |
- 228114-44-1
(6-t-butyldimethylsilyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzo[1,2-b]pyran-2yl)methanol
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: potassium tert-butoxide / dimethylformamide / 8 h / 80 °C 2: AcOH; piperidine / toluene / 4 h / Heating 3: HCl / methanol / 0.25 h 4: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme |
- 716320-66-0
6-tert-butyl(dimethyl)silyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: LAH / 3 h / 20 °C 2: potassium tert-butoxide / dimethylformamide / 8 h / 80 °C 3: AcOH; piperidine / toluene / 4 h / Heating 4: HCl / methanol / 0.25 h 5: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme |
- 716320-67-1
4-[6-(tert-butyl-dimethyl-silanyloxy)-2,5,7,8-tetramethyl-chroman-2-ylmethoxy]-benzaldehyde
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: AcOH; piperidine / toluene / 4 h / Heating 2: HCl / methanol / 0.25 h 3: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme |
- 97322-87-7
Troglitazone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: HCl / methanol / 0.25 h 2: 84 percent / CoCl2; DMG; NaBH4 / NaOH / tetrahydrofuran; H2O / 20 °C View Scheme |
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Chemistry
Product Name: Troglitazone (CAS NO.97322-87-7)
Molecular Formula: C24H27NO5S
Molecular Weight: 441.54g/mol
Mol File: 97322-87-7.mol
Appearance: Crystalline Solid
Melting Point: 184-186°C
Boiling point: 657 °C at 760 mmHg
Flash Point: 351.2 °C
Density: 1.266 g/cm3
Surface Tension: 51 dyne/cm
Enthalpy of Vaporization: 100.24 kJ/mol
Vapour Pressure: 7.24E-18 mmHg at 25°C
XLogP3-AA: 5.1
H-Bond Donor: 2
H-Bond Acceptor: 5
Structure Descriptors of Troglitazone (CAS NO.97322-87-7):
IUPAC Name: 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,
4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
Canonical SMILES: CC1=C(C(=C2CCC(OC2=C1C)(C)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4)C)O
InChI: InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,
30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,
9-12H2,1-4H3,(H,25,27,28)
InChIKey: GXPHKUHSUJUWKP-UHFFFAOYSA-N
Product Categories: Active Pharmaceutical Ingredients; Intermediates & Fine Chemicals; Pharmaceuticals; Intracellular receptor
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| monkey | LD50 | oral | > 2gm/kg (2000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 38, Pg. 1121, 1996. | |
| mouse | LD | oral | > 300mg/kg (300mg/kg) | European Patent Application. Vol. #439321, | |
| mouse | LD50 | intraperitoneal | > 5gm/kg (5000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995. | |
| mouse | LD50 | intravenous | 42mg/kg (42mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. | |
| rat | LD50 | intraperitoneal | > 4gm/kg (4000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995. | |
| rat | LD50 | oral | > 5gm/kg (5000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995. | |
| women | TDLo | oral | 840mg/kg/15W- (840mg/kg) | BRAIN AND COVERINGS: ENCEPHALITIS LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Annals of Internal Medicine. Vol. 129, Pg. 98, 1998. |
Safety Profile
Safety Information of Troglitazone (CAS NO.97322-87-7):
Safety Statements: 22-24/25
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
Specification
Troglitazone ,its CAS NO. is 97322-87-7,the synonyms is (+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione ; 2,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)- ; 5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione ; BRN 4338399 ; CCRIS 8969 ; CI 991 ; CS 045 ; GR 92132X ; Prelay ; Rezulin ; Romglizone ; UNII-I66ZZ0ZN0E .