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Eseroline

Product Name
Eseroline
CAS No.
469-22-7
Chemical Name
Eseroline
Synonyms
eseroline;(-)-Eseroline DISCONTINUED. Offer only E889163;(3aS)-1,2,3,3a,8,8a-Hexahydro-1,3aα,8α-trimethylpyrrolo[2,3-b]indol-5-ol;(3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol;Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, (3aS,8aR)-
CBNumber
CB61353338
Molecular Formula
C13H18N2O
Formula Weight
218.29
MOL File
469-22-7.mol
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Eseroline Property

Melting point:
128 °C
Boiling point:
366.3±42.0 °C(Predicted)
Density 
1.160±0.06 g/cm3(Predicted)
pka
10.17±0.40(Predicted)
InChI
InChI=1S/C13H18N2O/c1-13-6-7-14(2)12(13)15(3)11-5-4-9(16)8-10(11)13/h4-5,8,12,16H,6-7H2,1-3H3/t12-,13+/m1/s1
InChIKey
HKGWQUVGHPDEBZ-OLZOCXBDSA-N
SMILES
N1(C)C2=C(C=C(O)C=C2)[C@]2(C)CCN(C)[C@]12[H]
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0015244
Product name
ESEROLINE
Purity
95.00%
Packaging
10MG
Price
$144.9
Updated
2021/12/16
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Eseroline Chemical Properties,Usage,Production

Description

Eseroline is a drug which acts as an opioid agonist. It is a metabolite of the acetylcholinesterase inhibitor physostigmine but unlike physostigmine, the acetylcholinesterase inhibition produced by eseroline is weak and easily reversible, and it produces fairly potent analgesic effects mediated through the μ-opioid receptor.

Chemical Properties

Physostigmine crystals or solutions, when heated, exposed to light and air, or in the presence of traces of metal, readily turn red, are more unstable to bases, and are readily hydrolyzed to eserobine, which are capable of being oxidized to red physostigmine salicylate, depriving the product of its therapeutic efficacy.

Occurrence

Eseroline, although derived from physostigmine by hydrolysis of N-methylcarbamoil group, is also structurally related to morphine.

Uses

(-)-Eseroline is a metabolite of physostigmine, displaying both anti-acetylcholinesterase and opiate agonist activities.

Definition

ChEBI: Eseroline is a pyrroloindole that is 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole substituted by methyl groups at positions 1, 3a and 8 and a hydroxy group at position 5. It is a metabolite of physostigmine and causes neuronal cell death by a mechanism involving loss of cell ATP. It has a role as an opioid analgesic and a human xenobiotic metabolite. It is a member of phenols and a pyrroloindole.

References

[1] RENZI G, BARTOLINI A, GALLI A, et al. The structure and action of eseroline: A new antinociceptive drug[J]. Inorganica Chimica Acta, 1980, 40. DOI:10.1016/S0020-1693(00)92145-5.
[2] SOMANIS M KrishnaG KuttyR K. Eseroline, a metabolite of physostigmine, induces neuronal cell death.[J]. Toxicology and applied pharmacology, 1990. DOI:10.1016/0041-008x(90)90102-z.
[3] BARTOLINI A, RENZI G, GALLI A, et al. Eseroline: A new antinociceptive agent derived from physostigmine with opiate receptor agonist properties. Experimental in vivo and in vitro studies on cats and rodents[J]. Neuroscience Letters, 1981, 25: 179-183. DOI:10.1016/0304-3940(81)90328-1.

Eseroline Preparation Products And Raw materials

Raw materials

Preparation Products

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Eseroline Suppliers

Shanghai Eyougene biotechnology development co.LTD
Tel
021-52277372 13564545227
Email
dom.sales@eyougene.com
Country
China
ProdList
244
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-81138252 +86-18789408387
Fax
029-88380327
Email
1057@dideu.com
Country
China
ProdList
2076
Advantage
58
Neostar United (Changzhou) Industrial Co., Ltd.
Tel
+86-519-519-85557386
Fax
+0086-519-85557389
Email
marketing1@neostarunited.com
Country
China
ProdList
12713
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
029-029-61856359 18690052321
Fax
029-88380327
Email
1027@dideu.com
Country
China
ProdList
10010
Advantage
58
Pushan Industry (Shaanxi) Co., Ltd.
Tel
029-81310890 13571859809
Email
info@pushanshiye.com
Country
China
ProdList
10004
Advantage
58
Shanghai Leiming Medical Technology Co., LTD
Tel
13761371720
Email
zhangleitao111@sina.com
Country
China
ProdList
475
Advantage
58
Nantong Zhonghe Chemical New Materials Co., Ltd
Tel
13003551299 13003551299
Email
2369399482@qq.com
Country
China
ProdList
7567
Advantage
58
PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
Tel
+8618291886785
Email
olivia.wang@pushanshiye.com
Country
China
ProdList
131
Advantage
58
ShenZhen Trendseen Biological Technology Co.,Ltd.
Tel
13417589054
Email
trendseenbio@gmail.com
Country
China
ProdList
11681
Advantage
58
Henan Bao Enluo International TradeCo.,LTD
Tel
+86-17331933971 +86-17331933971
Fax
deasea125996@gmail.com
Email
deasea125996@gmail.com
Country
China
ProdList
2503
Advantage
58
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View Lastest Price from Eseroline manufacturers

PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
Product
Eseroline 469-22-7
Price
US $0.00/kg
Min. Order
0.05kg
Purity
99%
Supply Ability
50kgs
Release date
2024-05-13
Henan Bao Enluo International TradeCo.,LTD
Product
Eseroline 469-22-7
Price
US $100.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
50000 tons
Release date
2023-05-23
Shaanxi Dideu Medichem Co. Ltd
Product
Eseroline 469-22-7
Price
US $12.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 ton
Release date
2021-02-07

469-22-7, EserolineRelated Search:


  • eseroline
  • (3aS)-1,2,3,3a,8,8a-Hexahydro-1,3aα,8α-trimethylpyrrolo[2,3-b]indol-5-ol
  • (3aS,8aR)-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol
  • Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, (3aS,8aR)-
  • (-)-Eseroline DISCONTINUED. Offer only E889163
  • 469-22-7