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(-)-EBURNAMONINE

Product Name
(-)-EBURNAMONINE
CAS No.
4880-88-0
Chemical Name
(-)-EBURNAMONINE
Synonyms
vinburnine;VINCAMONE;eburnalritardo;(-)-Vi;ch-846;eburnal;Cervoxan;cis-vincamone;(-)-Vincamone;l-eburnamonine
CBNumber
CB9130995
Molecular Formula
C19H22N2O
Formula Weight
294.39
MOL File
4880-88-0.mol
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(-)-EBURNAMONINE Property

Melting point:
174-177 °C(lit.)
alpha 
D25 -102° (chloroform) (Clauder); D -100° (c = 0.783 in chloroform) (Cartier)
Boiling point:
436.16°C (rough estimate)
Density 
1.34
refractive index 
1.5600 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
White to slightly yellow crystalline powder.
pka
8.13±0.40(Predicted)
color 
White
Merck 
13,3520
LogP
3.790 (est)
CAS DataBase Reference
4880-88-0(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
2
RTECS 
YY8575570
8-10
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
E320600
Product name
(-)-Eburnamonine
Packaging
50mg
Price
$50
Updated
2021/12/16
TRC
Product number
E320600
Product name
(-)-Eburnamonine
Packaging
1g
Price
$720
Updated
2021/12/16
TRC
Product number
E320600
Product name
(-)-Eburnamonine
Packaging
250mg
Price
$210
Updated
2021/12/16
Biosynth Carbosynth
Product number
FE65898
Product name
(-)-Eburnamonine
Packaging
500mg
Price
$220
Updated
2021/12/16
Biorbyt Ltd
Product number
orb573461
Product name
(-)-Eburnamonine
Purity
>98%
Packaging
1g
Price
$2541.5
Updated
2021/12/16
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(-)-EBURNAMONINE Chemical Properties,Usage,Production

Chemical Properties

white to slightly yellow crystalline powder

Originator

Euburnamonine ,Shanghai Lansheng Corporation

Uses

(-)-Eburnamonine shows protective effects on mice from the lethal consequences of hypoxia.

Uses

Cerebral vasodilatator

Definition

ChEBI: Eburnamonine is an alkaloid.

Manufacturing Process

200 g (0.087 moles) of cis-1-ethyl-1-(2'-hydroxy-2'-carboxyethyl)- 1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine were suspended in 100 ml of xylene. 12 g of supported silver carbonate (a silver carbonate-Celite reagent, containing 50% of silver carbonate) were added to the suspension, and the system was boiled for 8 hours under a nitrogen atmosphere, with constant stirring. Thereafter the hot solution was filtered, washed with 3 x 30 ml to 5% sodium carbonate solution, dried over magnesium sulfate, and evaporated under reduced pressure. 1.05 g of a solid residue, which was a mixture of racemic vincamone and racemic vincanol, was obtained. 40 ml of ethyl ether were added to the mixture, and the insoluble crystals were filtered off. The crystals were recrystallized from methanol, to yield 0.5 g of (+/-)- eburnamonine (vincamone). Yield: 29.5%. MP: 201°-202°C. The value was identical with the literature value (J. Mokry et aI.: CoII. Czech, Chem. Comm. 28, 1309, 1963). The etheral mother liquor was processed by preparative layer chromatography (adsorbent: Kieselgel PF 254+366 , developing agent: a 14:2 mixture of benzene and methanol). The obtained substance was recrystallized from ether to yield 0.2 g (16%) of (+/-)-vincanol (eburnamine). MP: 163-164°C, under decomposition. The IR spectrum of the obtained substance was identical with that of the authentic sample.
Resolution of (+/-)-vincamone:
10.0 g (0.0342 moles) of (+/-)-vincamone and 12.2 g (0.0342 moles) of (-)- dibenzoyl tartaric acid were dissolved in 150 ml of dichloromethane, the solution was seeded with crystalline (-)-vincamone-(-)-dibenzoyl-tartarate, and the mixture was left to stand. The separated crystals were filtered off, dissolved in dimethylformamide, and the pH of the solution was adjusted to 9 with aqueous ammonia. The separated substance was filtered off, washed with water, and dried. This way 4.2 g (84%) of (-)-vincamone were obtained; MP: -176°C; α D 20 = -96°. The mother liquor of resolution was evaporated and (+)- vincamone was separeted as described above. The obtained substance had MP: 173°-176°C.; α D 20 = +96°.

Therapeutic Function

Cerebrotonic

(-)-EBURNAMONINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)-EBURNAMONINE Suppliers

Chemleader Biomedical Co., Limited.
Tel
021-58180488
Fax
021-58180499
Email
sales@Medchemleader.com
Country
China
ProdList
1005
Advantage
58
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
021-51613915-820 13611835272
Fax
021 51613951
Email
mmwang@sunwaypharm.cn
Country
China
ProdList
9734
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
China Kouting Group Limited
Tel
+86 (21) 5811-6473 5811-6475
Fax
+86 (21) 6129-4103
Email
sales@koutingchina.com
Country
China
ProdList
496
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UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
SALES@UHNSHANGHAI.COM
Country
China
ProdList
977
Advantage
58
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
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View Lastest Price from (-)-EBURNAMONINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(-)-EBURNAMONINE 4880-88-0
Price
US $1.00-2.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
20000KG
Release date
2024-08-08
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
(-)-Eburnamonine 4880-88-0 4880-88-0
Price
US $25.00/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-10
Qiuxian Baitai New Material Co., LTD
Product
High purity vinburnine 4880-88-0
Price
US $210.00-160.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-03-10

4880-88-0, (-)-EBURNAMONINERelated Search:


  • (-)-eburnamonina
  • (-)-EBURNAMONINE
  • EBURNAMONINE, (-)-
  • VINCAMONE
  • (3alpha,16alpha)-eburnamenin-14(15H)-one
  • (-)-EBURNAMONINE 98+%
  • 3α,16α-Eburnamonine
  • EBURNAMONINE, (-)-(RG)
  • vinburnine
  • (-)-cis-Eburnamonine
  • Cervoxan
  • (41S,13aS)-13a-Ethyl-41-Methyl-2,3,5,6,13,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12(41H)-one
  • EBURNAMONINE(VINBURNINE), (-)-(P)
  • (-)-Vi
  • (3α,16α)-14,15-Dihydroeburnamenin-14-one
  • 3a-Ethyl-2,3,3a,4,10,11b-hexahydro-1H,11H-5a,11a-diaza-benzo[cd]fluoranthen-5-one
  • EBURNAMONINE(VINBURNINE), (-)-(RG)
  • Vinburnine base
  • (3-alpha,16-alpha)-eburnamin-14(15h)-on
  • 3-alpha,16-alpha-eburnamonine
  • ch-846
  • cis-vincamone
  • eburnal
  • eburnalritardo
  • l-eburnamonine
  • (-)-Eburnamonine 4880-88-0
  • Vinpocetine Impurity 3 ((-)-Vincamone))
  • Vinpocetine Impurity 25
  • Eburnamenin-14(15H)-one, (3α,16α)-
  • High purity vinburnine
  • (41S,13aS)-13a-Ethyl-2,3,5,6,13,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12(41H)-one
  • (-)-Vincamone
  • 4880-88-0
  • C19H22N2O
  • Cl9H22N20
  • Complex Molecules
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Inhibitors
  • Alkaloids
  • Complex Molecules
  • Asymmetric Synthesis
  • Chiral Building Blocks