Home > Name List By 3 > 3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-

CAS No 464-85-7 , 3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-

  • Name: 3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-
  • Synonyms: Alkaloid B from Cinchona ledgeriana; Quinamine (7CI);3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-;3aH-Furo[2,3-b]indol-3a-ol,8a-(5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl)-2,3,8,8a-tetrahydro-, [1S-[1a,2a(3aS*,8aR*),4a,5b]]-;
  • CAS Registry Number:
  • Flash Point: 248.7°C
  • Boiling Point: 487.7°Cat760mmHg
  • Density: 1.28g/cm3
  • Refractive index: 1.656
  • Flash Point: 248.7°C
  • EINECS: 207-357-3
  • Molecular Weight: 312.40606
  • InChI: InChI=1/C19H24N2O2/c1-2-13-12-21-9-7-14(13)11-17(21)19-18(22,8-10-23-19)15-5-3-4-6-16(15)20-19/h2-6,13-14,17,20,22H,1,7-12H2/t13-,14-,17-,18?,19?/m0/s1
  • Molecular Formula: C19H24 N2 O2
  • Molecular Structure:CAS No:464-85-7 3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-

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464-85-7 8a-(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)-2,3,8,8a-tetrahydro-3aH-furo[2,3-b]indol-3a-ol

  • 8a-(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)-2,3,8,8a-tetrahydro-3aH-furo[2,3-b]indol-3a-ol
  • China JS(Tianjin) Chemical & Metallurgical Co., Ltd. [Manufacturer]
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  • Address: No.237,HongQi Nan Road,NanKai Distr.,Tianjin,China. 300191 300191 TianjinCHINA Tianjin,nullChina
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References of 3aH-Furo[2,3-b]indol-3a-ol,8a-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]-2,3,8,8a-tetrahydro-,(3aR,8aS)-
Title: Quinamine
CAS Registry Number: 464-85-7
CAS Name: [1S-[1a,2a(3aS*,8aR*),4a,5b]]-8a-(5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl)-2,3,8,8a-tetrahydro-3aH-furo[2,3-b]indol-3a-ol
Molecular Formula: C19H24N2O2
Molecular Weight: 312.41
Percent Composition: C 73.05%, H 7.74%, N 8.97%, O 10.24%
Literature References: In Cinchona barks, especially those of Cinchona pubescens Vahl. (C. succirubra Pav.) and C. officinalis L. (C. ledgeriana Moens), Rubiaceae: Hesse, Ber. 5, 265 (1872); 10, 2157 (1877); Ann. 207, 288 (1881); Oudemans, Ann. 197, 49 (1879). Isoln from quinine sulfate mother liquors: De Vrij, Pharm. J. 4, 609 (1874); Howard, ibid. 5, 1 (1875); Henry et al., J. Chem. Soc. 1945, 524. Reduction with lithium aluminum hydride yields cinchonamine: Goutarel et al., Helv. Chim. Acta 33, 150 (1950). Structure: Witkop, J. Am. Chem. Soc. 72, 2311 (1950).
Properties: Needles from boiling benzene, mp 185-186°. [a]D +116° or +104° (c = 0.5 in alcohol). uv max (methanol): 242, 301 nm (log e 3.93, 3.39). One gram dissolves in 1500 ml water, 50 ml ether, about 120 ml 80% alcohol. Sol in abs alc, hot ether, hot benzene, hot petr ether.
Melting point: mp 185-186°
Optical Rotation: [a]D +116° or +104° (c = 0.5 in alcohol)
Absorption maximum: uv max (methanol): 242, 301 nm (log e 3.93, 3.39)
 
Derivative Type: Hydrochloride monohydrate
Molecular Formula: C19H25ClN2O2.H2O
Molecular Weight: 366.88
Percent Composition: C 62.20%, H 7.42%, Cl 9.66%, N 7.64%, O 13.08%
Properties: Crystals, mp 166-167°. [a]D +102.8°.
Melting point: mp 166-167°
Optical Rotation: [a]D +102.8°
 
Derivative Type: Hydriodide
Molecular Formula: C19H25IN2O2
Molecular Weight: 440.32
Percent Composition: C 51.83%, H 5.72%, I 28.82%, N 6.36%, O 7.27%
Properties: Crystals, mp 224°. [a]D +84.82° (c = 0.5 in alcohol).
Melting point: mp 224°
Optical Rotation: [a]D +84.82° (c = 0.5 in alcohol)
 
Derivative Type: Nitrate
Molecular Formula: C19H25N3O5
Molecular Weight: 375.42
Percent Composition: C 60.79%, H 6.71%, N 11.19%, O 21.31%
Properties: Crystals, mp 186-188°. [a]D +94.9°.
Melting point: mp 186-188°
Optical Rotation: [a]D +94.9°
 
 
Status: This monograph has been retired and is no longer subject to revision or update.