Cas no 92623-83-1 (Pravadoline)

Pravadoline structure
Pravadoline structure
Product Name:Pravadoline
CAS No:92623-83-1
MF:C23H26N2O3
MW:378.464146137238
MDL:MFCD00864378
CID:61576
PubChem ID:56463
Update Time:2024-10-26

Pravadoline Chemical and Physical Properties

Names and Identifiers

    • (4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone
    • (4-Methoxyphenyl)-[2-methyl-1-(2-morpholin-4-ylethyl)indol-3-yl]methanone
    • Pravadoline
    • PRAVADOLINE (WIN48098)
    • WIN 48098
    • P3JW662TWA
    • DSSTox_RID_81361
    • DSSTox_CID_26127
    • DSSTox_GSID_46127
    • Pravadoline, Pravadoline Maleate
    • Pravadolina
    • Pravadolinum
    • (4-Methoxy-phenyl)-[2-methyl-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-methanone
    • SMR001550504
    • Pravadoline [INN]
    • Pravadolinum [INN-Latin]
    • Pravadolina [INN-Spanish]
    • MLS004774040
    • MLS006010335
    • (4-Methoxyphenyl)[2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl]methanone (ACI)
    • NCGC00160396-04
    • BRD-K46209126-001-01-5
    • HMS2089L05
    • BDBM50008029
    • Methanone, (4-methoxyphenyl)(2-methyl-1-(2-(4-morpholinyl)ethyl)-1H-indol-3-yl)-
    • DS-1893
    • 92623-83-1
    • NCGC00160396-03
    • CCG-208742
    • NCGC00160396-02
    • p-methoxyphenyl 2-methyl-1-(2-morpholinoethyl)indol-3-yl ketone
    • Tox21_111785_1
    • SCHEMBL488940
    • AB01275459-01
    • (s-cis) -(4-Methoxy-phenyl)-[2-methyl-1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-methanone
    • Pravadoline (WIN 48,098)
    • DTXSID2046127
    • Pravadoline, (WIN 48,098)
    • Tox21_111785
    • UNII-P3JW662TWA
    • DTXCID0026127
    • CAS-92623-83-1
    • NS00009981
    • Q7238828
    • MEUQWHZOUDZXHH-UHFFFAOYSA-N
    • CHEMBL13178
    • NCGC00160396-01
    • BCP21160
    • Pravadoline(WIN 48,098)?
    • 3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]-1H-indole
    • SR-05000001465-1
    • AKOS000278689
    • SR-05000001465
    • BRD-K46209126-001-06-4
    • (4-Methoxyphenyl)(2-methyl-1-(2-(4-morpholinyl)ethyl)-1H-indol-3-yl)methanone
    • Pravadoline(WIN 48,098)
    • Win-48098
    • MDL： MFCD00864378
    • Inchi： 1S/C23H26N2O3/c1-17-22(23(26)18-7-9-19(27-2)10-8-18)20-5-3-4-6-21(20)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3
    • InChI Key： MEUQWHZOUDZXHH-UHFFFAOYSA-N
    • SMILES： O=C(C1=C(C)N(CCN2CCOCC2)C2C1=CC=CC=2)C1C=CC(OC)=CC=1

Computed Properties

  • Exact Mass: 378.19400
  • Monoisotopic Mass: 378.194343
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 6
  • Complexity: 514
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.3
  • Topological Polar Surface Area: 43.7

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.2±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 553.1±50.0 °C at 760 mmHg
  • Flash Point: 288.3±30.1 °C
  • Refractive Index: 1.603
  • PSA: 43.70000
  • LogP: 3.45940
  • Vapor Pressure: 0.0±1.5 mmHg at 25°C

Pravadoline Security Information

Pravadoline Customs Data

  • HS CODE：2934999090
  • Customs Data：

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Pravadoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
M843827-250mg
(4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone
 92623-83-1 95%
250mg
 932.00 2021-05-17
Matrix Scientific
090817-250mg
(4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone, 95+%
 92623-83-1 95+%
250mg
 $341.00 2023-09-09
Matrix Scientific
090817-1g
(4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone, 95+%
 92623-83-1 95+%
1g
 $756.00 2023-09-09
Chemenu
CM130203-1g
(4-methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone
 92623-83-1 95%
1g
 $204 2021-08-05
Chemenu
CM130203-5g
(4-methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone
 92623-83-1 95%
5g
 $561 2021-08-05
WU HAN AN JIE KAI Biomedical Technology Co., Ltd.
ajci73592-5mg
Pravadoline
 92623-83-1 98%
5mg
 ￥831.00 2022-04-26
WU HAN AN JIE KAI Biomedical Technology Co., Ltd.
ajci73592-10mg
Pravadoline
 92623-83-1 98%
10mg
 ￥1481.00 2022-04-26
WU HAN AN JIE KAI Biomedical Technology Co., Ltd.
ajci73592-25mg
Pravadoline
 92623-83-1 98%
25mg
 ￥3374.00 2022-04-26
DC Chemicals
DC8887-100 mg
Pravadoline(WIN 48,098)
 92623-83-1 >98%
100mg
 $200.0 2022-02-28
DC Chemicals
DC8887-250 mg
Pravadoline(WIN 48,098)
 92623-83-1 >98%
250mg
 $400.0 2022-02-28

Pravadoline Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  10 - 15 min, 0 °C; 30 min, 0 °C
1.2 rt
1.3 Reagents: Water
Reference
Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones
Zhou, Jianhui; Li, Jian; Li, Yazhou; Wu, Chenglin; He, Guoxue; et al, Organic Letters, 2018, 20(23), 7645-7649

Production Method 2

Reaction Conditions
1.1 Solvents: Tetrahydrofuran ;  rt; 20 min, rt
1.2 Reagents: Ammonium chloride Solvents: Water
Reference
[3 + 2]-Annulations of N-Hydroxy Allenylamines with Nitrosoarenes: One-Pot Synthesis of Substituted Indole Products
Sharma, Pankaj; Liu, Rai-Shung, Organic Letters, 2016, 18(3), 412-415

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Methanol ,  Water ;  5 h, 70 °C
1.2 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 30 min, 0 °C
1.3 12 h, rt
1.4 Reagents: Water ;  rt
Reference
Lewis Base-Catalyzed Amino-Acylation of Arylallenes via C-N Bond Cleavage: Reaction Development and Mechanistic Studies
Zhang, Zheng-Bing; Yang, Yusheng; Yu, Zhi-Xiang ; Xia, Ji-Bao, ACS Catalysis, 2020, 10(10), 5419-5429

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  15 min, 0 °C; 0 °C → rt; 1 h, rt; rt → 0 °C
1.2 Solvents: Dimethylformamide ;  4 h, 50 °C; 50 °C → 0 °C
1.3 Reagents: Ammonium chloride Solvents: Water
Reference
Synthesis of indoles and quinazolines via additive-controlled selective C-H activation/annulation of N-arylamidines and sulfoxonium ylides
Lai, Ruizhi; Wu, Xiaohua; Lv, Songyang; Zhang, Chen; He, Maoyao; et al, Chemical Communications (Cambridge, 2019, 55(28), 4039-4042

Production Method 5

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  30 min, rt
1.2 Solvents: Dimethylformamide ;  rt; rt → 100 °C; 16 h, 100 °C
Reference
Cyclooctatetraene: A Bioactive Cubane Paradigm Complement
Xing, Hui; Houston, Sevan D. ; Chen, Xuejie; Ghassabian, Sussan; Fahrenhorst-Jones, Tyler; et al, Chemistry - A European Journal, 2019, 25(11), 2729-2734

Production Method 6

Reaction Conditions
Reference
Water-Soluble Hypervalent Iodine(III) Having an I-N Bond. A Reagent for the Synthesis of Indoles
Xia, Hai-Dong; Zhang, Yan-Dong; Wang, Yan-Hui; Zhang, Chi, Organic Letters, 2018, 20(13), 4052-4056

Production Method 7

Reaction Conditions
Reference
C-Attached aminoalkylindoles: potent cannabinoid mimetics
D'Ambra, Thomas E.; Eissenstat, Michael A.; Abt, Jeffrey; Ackerman, James H.; Bacon, Edward R.; et al, Bioorganic & Medicinal Chemistry Letters, 1996, 6(1), 17-22

Production Method 8

Reaction Conditions
Reference
Preparation of 1-(aminoalkyl)indoles useful as analgesic agents or as intermediates and their production processes
, Canada, , ,

Production Method 9

Reaction Conditions
1.1 Solvents: 1-Butyl-3-methylimidazolium hexafluorophosphate
Reference
The first high yield green route to a pharmaceutical in a room temperature ionic liquid
Earle, Martyn J.; Seddon, Kenneth R.; McCormac, Paul B., Green Chemistry, 2000, 2(6), 261-262

Production Method 10

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Sodium hydride Solvents: Toluene
1.2 -
Reference
Transfer of activation from indoles to alcohols: a new method for the synthesis of aminoethylindoles
Eissenstat, Michael A.; Weaver, John D. III, Tetrahedron Letters, 1995, 36(12), 2029-32

Production Method 11

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Ethanol ,  Methanol ;  5 h, 70 °C
1.2 Reagents: Sodium hydride Solvents: Dimethylformamide ;  30 min, 0 °C
1.3 0 °C; 12 h, 0 °C → rt
1.4 Reagents: Water ;  rt
Reference
Synthesis of metal-free 3-acylindole compound
, China, , ,

Production Method 12

Reaction Conditions
Reference
Synthesis of the Reverse Transcriptase Inhibitor L-737,126 and the CB2 Cannabinoid Receptor Agonist Pravadoline by a Copper-Catalyzed Intramolecular Cross-Coupling
Gao, Detian; Back, Thomas G., Synlett, 2013, 24(3), 389-393

Production Method 13

Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Dimethylformamide
Reference
Further developments on the regioselective synthesis of 3-aroylindole derivatives from C-nitrosoaromatics and alkynones: a novel synthetic approach to pravadoline, JWH-073, indothiazinone analogues and related compounds
Scapinello, Luca; Vavassori, Federico; Ieronimo, Gabriella; Ameta, Keshav L.; Cravotto, Giancarlo; et al, International Journal of Organic Chemistry, 2022, 12(3), 127-142

Production Method 14

Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Dimethylformamide ;  rt → 100 °C; 24 h, 100 °C
Reference
Application of organic trivalent iodine reagent iodosylbenzene sulfamate in preparation of N-protected 2-substituted indole compound, indometacin, zidometacin and pravadoline
, China, , ,

Production Method 15

Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ;  24 h, heated
Reference
Synthesis of indoles through Rh(III)-catalyzed C-H cross-coupling with allyl carbonates
Gong, Tian-Jun; Cheng, Wan-Min; Su, Wei; Xiao, Bin; Fu, Yao, Tetrahedron Letters, 2014, 55(11), 1859-1862

Production Method 16

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide
Reference
2-Substituted-3-acylindoles through the palladium-catalyzed carbonylative cyclization of 2-alkynyltrifluoracetanilides with aryl halides and vinyl triflates
Arcadi, Antonio; Cacchi, Sandro; Carnicelli, Veronica; Marinelli, Fabio, Tetrahedron, 1994, 50(2), 437-52

Production Method 17

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  30 min, rt
1.2 Solvents: Dimethylformamide ;  rt; rt → 100 °C; 16 h, 100 °C
1.3 Reagents: Ammonium chloride Solvents: Water
Reference
Palladium-catalyzed cyclization reaction of N-(2-Haloaryl)alkynylimines: synthesis of 3-acylindoles using water as the sole solvent and oxygen source
Zhang, An-An; Meng, Tuanjie; Wang, Wenli; Liu, Xueli; Zhu, Yupei; et al, Applied Organometallic Chemistry, 2020, 34(4),

Production Method 18

Reaction Conditions
Reference
Tandem Wittig - Reductive annulation decarboxylation approach for the synthesis of indole and 2-substituted indoles
Volvoikar, Prajesh S.; Tilve, S. G., Tetrahedron Letters, 2018, 59(19), 1851-1854

Production Method 19

Reaction Conditions
Reference
Preparation of 3-aroyl-1-(2-morpholinoethyl)-1H-indoles as cannabinoid receptor agonists
, United States, , ,

Production Method 20

Reaction Conditions
Reference
Preparation of 3-arylcarbonyl-1-aminoalkyl-1H-indole compounds for treatment of glaucoma
, United States, , ,

Pravadoline Raw materials

Pravadoline Preparation Products

Pravadoline Related Literature

92623-83-1 (Pravadoline) Related Products

Recommended suppliers
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.