| Company Name: |
United States Biological
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| Products Intro: |
Product Name:Indaconitine
CAS:127-29-7
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| | 8-ACETYL LUDACONITINE Basic information |
| Product Name: | 8-ACETYL LUDACONITINE | | Synonyms: | INDACONITINE;8-ACETYL LUDACONITINE;acetyl benzoylpseudo-aconine;(16S)-20-Ethyl-1α,6α,16-trimethoxy-4-methoxymethylaconitane-3α,8,13,14α-tetrol 8-acetate 14-(3,4-dimethoxybenzoate);pseudoaconitine;acetylveratrylpseudoaconine;Aconitane-3,8,13,14-tetrol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 8-acetate 14-(3,4-dimethoxybenzoate), (1α,3α,6α,14α,16β)- | | CAS: | 127-29-7 | | MF: | C36H51NO12 | | MW: | 689.79 | | EINECS: | | | Product Categories: | | | Mol File: | 127-29-7.mol |  |
| | 8-ACETYL LUDACONITINE Chemical Properties |
| Melting point | 214° | | alpha | D20 +17° (alc) | | Boiling point | 697.88°C (rough estimate) | | density | 1.2083 (rough estimate) | | refractive index | 1.6630 (estimate) | | pka | 12?+-.0.70(Predicted) |
| | 8-ACETYL LUDACONITINE Usage And Synthesis |
| Description | An aconitine alkaloid obtained from A coniturn chasrnanthurn Stapf. by Dunstan
and Andrews, the base crystallizes from EtOH as hexagonal prisms or rosettes of
fine needles. It has [α]20Do + IS.3° (EtOH) and gives a series of crystalline salts,
e.g. the hydrobromide as hexagonal prisms from H20, m.p. lS3-7°C; [edo -
17.3° or as crystals from EtOH or Et 20, m.p. 217 -SoC and the aurichloride,
yellow needles, m.p. 147 -152°C with sintering at 142°C. Indaconitine resembles
Aconitine (q. v.) in giving a crystalline precipitate with KMn04 but in this case
the crystals are markedly smaller. Four methoxyl groups are present and when
the SUlphate is heated in aqueous solution in a sealed tube it furnishes acetic acid
and benzoylpseudaconine (Indbenzaconine), as a colourless glass, m.p. 130-3°C;
[α]D + 33.6° (EtOH), also giving crystalline salts: hydrochloride, m.p. 242-4°C;
[α]D - S.Oo (H 20); hydrobromide as the dihydrate, m.p. 247°C (dry) and the
aurichloride, rosettes of orange needles, m.p. 180-2°C.
Alkaline hydrolysis gives acetic and benzoic acids and pseudaconine,
C2sH4108N. On pyrolysis, the alkaloid loses one mole of acetic acid with the
formation of a-pyroindaconitine which is amorphous, m.p. 130-2°C; [α]D +
91.9° (EtOH), giving a crystalline hydro bromide, m.p. 194-SoC. When inda_x0002_conitine hydrochloride is subjected to the same treatment it yields the isomeric
~-pyroindaconitine, also amorphous, but furnishing a crystalline hydrobromide,
m.p. 24S-250°C; [α]D + 27.6°. | | Chemical Properties | White crystalline, amorphous, or syrupy sub stance; salts are optically active; melts at214°C (417.2°F); insoluble in water, solublein alcohol, ether, and chloroform. | | Uses | 8-Acetyl ludaconitine occurs in the tubers of Indianaconite (bish or Aconitum ferox), found inIndia and Nepal. It is used in arrow poisoningfor hunting. Clinically, it is used in treatingrheumatism. | | Health Hazard | Feraconitine is a highly toxic alkaloid. Theacute toxic effects are similar to those ofaconitine. The symptoms from ingestionare drowsiness, nervous disorders, weakness,. | | References | Dunstan, Andrews, J. Chern. Soc., 87, 1620 (1905)
See also:
Bauer, Radjhan., Pharrn. Zent., 72,145 (1931) |
| | 8-ACETYL LUDACONITINE Preparation Products And Raw materials |
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