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(-)-LUPININE

(-)-LUPININE
(-)-LUPININE structure
CAS No.
486-70-4
Chemical Name:
(-)-LUPININE
Synonyms
LUPININ;LUPININE;(-)-LUPININE;LUPININE HCL(P);(-)-Lupinine,97%;OCTAHYDRO-1H-QUINOLIZIN-1-METHANOL;[(1R,9aR)-quinolizidin-1-yl]methanol;(1R,9AR)-OCTAHYDRO-2H-QUINOLIZIN-1-YLMETHANOL;(1R-TRANS)-OCTAHYDRO-2H-QUINOLIZINE-1-METHANOL;((1R,9aR)-Octahydro-1H-quinolizin-1-yl)Methanol
CBNumber:
CB4409360
Molecular Formula:
C10H19NO
Formula Weight:
169.26
MOL File:
486-70-4.mol

(-)-LUPININE Properties

Melting point:
62-65°C
Boiling point:
160-164°C 4mm
alpha 
D26 -25.9° (c = 3 in water); D28 -21° (c = 9.5 in alcohol)
Density 
0.9660 (rough estimate)
refractive index 
1.4610 (estimate)
Flash point:
160-164°C/4mm
storage temp. 
Sealed in dry,Room Temperature
pka
14.90±0.10(Predicted)
Merck 
14,5609
BRN 
80447
CAS DataBase Reference
486-70-4(CAS DataBase Reference)
EWG's Food Scores
1
NIST Chemistry Reference
2H-quinolizine-1-methanol, octahydro-, (1r-trans)-(486-70-4)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Hazard statements  H302-H312-H332
Precautionary statements  P261-P280h-P301+P312a-P304+P340-P321-P501a
Hazard Codes  Xi
Risk Statements  20/21/22-41
Safety Statements  22-36/37-39-26
RIDADR  1544
RTECS  OK5802000
Hazard Note  Irritant
HazardClass  6.1
PackingGroup  III

(-)-LUPININE price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar L18485 (-)-Lupinine, 97% 486-70-4 500mg $197 2021-03-22 Buy

(-)-LUPININE Chemical Properties,Uses,Production

Description

This lupin alkaloid was first obtained by Baumert and is present in numerous plants of the Lupinus family, the most important sources being L. luteus, L. niger and L. palmeri Wats. It crystallizes from light petroleum in colourless rhombs and may be boiled without decomposition in a stream of hydrogen. It is laevorotatory with [α]17D - 20.35° (EtOH) and is soluble in H20 and most organic solvents but only sparingly so in petroleum ether. It is a sufficiently strong base to liberate ammonia from its salts. The hydrochloride forms colourless rhombic crystals from aqueous EtOH, m.p. 2l2-3°C; [α]D - 14° (H20); the hydriodide has m.p. 140-1 DC; aurichloride, m.p. 211-3°C; platinichloride as yellow crystals, m.p. 166-166.5°C; (+)-tartrate, m.p. 171°C; [α]D + 15.5° (EtOH); methochloride, m.p. 212-3°C; methiodide, m.p. 295-6°C; phenylurethane, m.p. 98-9°C; (-)-camphorsulphonate, m.p. 184°C; [α]D - 15.3° and the (+)-camphorsulphonate, m.p. 182-3°C; [α]D + 22.5°. The formation of a benzoyl derivative, m.p. 49-S00 C, oxidation of the alkaloid to lupininic acid, C9H16.COOH, m.p. 255°C and dehydration to anhydrolupinine, ClOH17N, a colourless oil of unpleasant odour, b.p. 216-7°C/726 mm all show the presence of a primary alcoholic hydroxyl group. Lupinine does not contain a methylimino group and behaves as a tertiary base. On exhaustive methylation it gives, in three stages, trimethylamine and an unsaturated alcohol. From this, it may be deduced that the alkaloid contains a bicyc1ic system. Several unsuccessful attempts were made to synthesize the alkaloid before this was finally achieved by Clemo and his co-workers.
This alkaloid, like the others of the lupinane group, is of little importance in medicine although the p-aminobenzoate has been shown to possess a marked local anaesthetic action.
The (+ )-form of the alkaloid has m.p. 68°C; [α]D + 19.9° and yields the (-)- tartrate, m.p.167-8°C; [α]D -15.8°.

Chemical Properties

Crystalline solid, obtained as orthorhombic prisms from acetone; melts at 69°C(156.2°F); bp 270°C (518°F); strongly basic;soluble in water and organic solvents.

Uses

antifeedant, antiinflammatory, oxytoxic

Uses

The ι-form of lupinine occurs in seeds andherb of Lupinus luteous L., Chenopodiaceae,and other lupinus species. Its clinical applications are very limited.

Health Hazard

This alkaloid is moderately toxic. The toxicaction, however, is lower than that of cytisine. Ingestion of high doses may producenausea, convulsions, and respiratory fail ure. The lethal dose in guinea pigs by theintraperitoneal route is 28 mg/kg..

References

Baumert., Ber., 14, 1150, 1321, 1880, 1882 (1881)
Baumert., ibid, 15,631,1951 (1882)
Schmidt, Berend., Arch. Pharm., 235,263 (1897)
Willstiitter, Fourneau., Ber., 35, 1914 (1902)
Karrer et al., Helv. Chirn. Acta, 11, 1062 (1928)
Clemo, Raper, J. Chern. Soc., 1927 (1929)
Winterfeldt, Cosel., Arch. Pharrn., 70, 278 (1940)
Sadykov, Spasokukotski., J. Gen. Chern. USSR, 13,830 (1943)
Sadykov., ibid, 19,143 (1949)
Zaboev., ibid, 18,194 (1948)
Ratusky, Sorm., Chern. Listy., 47, 1491 (1953)

(-)-LUPININE Preparation Products And Raw materials

Raw materials

Preparation Products


(-)-LUPININE Suppliers

Global( 78)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20918 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58
Amadis Chemical Company Limited
0086-571-89925085
0086-571-89925065 sales@amadischem.com China 132148 58
Mainchem Co., Ltd. +86-0592-6210733
+86-0592-6210733 sale@mainchem.com CHINA 32439 55
J & K SCIENTIFIC LTD. 400-666-7788 010-82848833-
86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 400-660-8290 21-61259100-
86-21-61259102 sh@meryer.com China 40264 62

View Lastest Price from (-)-LUPININE manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-07-06 (-)-LUPININE
486-70-4
US $1.00 / kg 1g 99% 100KG career henan chemical co

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