CAS 27848-84-6|Nimergoline Base|MNE|[(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate|nicergol...

基本信息

化学结构

分子式

C₂₄H₂₆BrN₃O₃

分子量

484.38554

精确质量

483.11575371

电荷

InChI

InChI=1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/t15-,21-,24+/m1/s1

InChIKey

YSEXMKHXIOCEJA-FVFQAYNVSA-N

Canonic Smiles

CO[C@]12C[C@@H](COC(=O)c3cncc(c3)Br)CN([C@@H]1Cc1c3c2cccc3n(c1)C)C

Isomeric Smiles

Brc1cc(C(=O)OC[C@@H]2C[C@@]3(OC)[C@H](N(C2)C)Cc2c4c3cccc4n(c2)C)cnc1

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

1.1122493

LogD (pH = 7.4)

2.885367

Log P

3.695325

摩尔折射率

123.2974

极化性

48.515564

极化表面积

56.59

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

3.99

LOG S

-4.58

溶解度

1.27e-02 g/l

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

NicergolineNicergoline尼麦角林5-溴烟酸 10-甲氧基-1,6-二甲基麦角灵-8-甲酯NicotergolineSermionNimergolineNargoline

商标名

VasospanNimergolineNicergolin [German]Nicergolinum [INN-Latin]NargolineNimergoline BaseNicotergolineNicergolina [Dcit]MNENicergoline [Usan:Ban:Inn:Jan]Sermion

IUPAC传统名

nicergoline [(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate [(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate

IUPAC标准名

[(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate [(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(15),9,12(16),13-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate [(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate

名称和标识

数据登录号

CAS号

27848-84-6

EC号

248-694-6

PubChem SID

2489784316096404446508741

MDL号

MFCD00869626

PubChem CID

34040

数据登录号

化合物性质

理化性质

疏水性(logP)

3.3

安全信息

GHS危险声明

H302

安全公开号

保存温度

2-8°C

有害性 (Xn)

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

dust mask type N95 (US), Eyeshields, Gloves

KE6341000

Warning

产品相关信息

~97% (TLC)

analytical standard, for drug analysis

Cerebroprotective props

Has been used in treatment of senile dementia

药理学性质

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB00699

Drug Groups

approved

Description

An ergot derivative that has been used as a cerebral vasodilator and in peripheral vascular disease. It has been suggested to ameliorate cognitive deficits in cerebrovascular disease. [PubChem]

Indication

For the treatment of senile dementia, migraines of vascular origin, transient ischemia, platelet hyper-aggregability, and macular degeneration.

Pharmacology

Nicergoline is a potent vasodilator (improves brain blood flow). On the cerebral level it prompts a lowering of vascular resistance, an increase in arterial flow and stimulates the use of oxygen and glucose. Nicergoline also improves blood circulation in the lungs and limbs and has been shown to inhibit blood platelet aggregation.

Affected Organisms

Humans and other mammals

References

• Winblad B, Fioravanti M, Dolezal T, Logina I, Milanov IG, Popescu DC, Solomon A: Therapeutic use of nicergoline. Clin Drug Investig. 2008;28(9):533-52. [Pubmed]

External Links

• [Wikipedia]

Sigma Aldrich

N7889

Biochem/physiol Actions
大脑和周边血管舒张剂
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N7889.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

描述信息

参考文献

PubChem文献

数据源提供

• Winblad B, Fioravanti M, Dolezal T, Logina I, Milanov IG, Popescu DC, Solomon A: Therapeutic use of nicergoline. Clin Drug Investig. 2008;28(9):533-52. Pubmed

• Arrigo, A. et al., Int. J. Clin. Pharmacol. Res., Suppl. 1, 1982, 11, 33, (use)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, NDM000

• Shintomi, K. et al., J. Pharmacobio-Dyn., 1987, 10, 35, (pharmacol, tox)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 7056, (synonyms)

• Fumagalli, M. et al., Contact Dermatitis, 1992, 27, 256

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 1731

• Bernardi, L. et al., Farmaco, Ed. Sci., 1975, 30, 789, (synth, pharmacol)

• Takahashi, K. et al., Br. J. Pharmacol., 1990, 100, 705, (pharmacol)

• Sioufi, A. et al., Biomed. Chromatogr., 1992, 6, 9, (hplc, metab)

• Carfagna, N. et al., Neurosci. Lett., 1995, 197, 195, (pharmacol)

• Neumann, B.W. et al., Arzneim.-Forsch., 1979, 29, 1206, (numerous papers)

• Arcari, G. et al., Experientia, 1972, 28, 819

• Banno, K. et al., J. Chromatogr., 1991, 568, 375, (hplc)

参考文献

生物活性

PubChem BioAssay

生物活性

数据来源

学术数据

产品目录

名称和标识

别名

NicergolineNicergoline尼麦角林5-溴烟酸 10-甲氧基-1,6-二甲基麦角灵-8-甲酯NicotergolineSermionNimergolineNargoline

商标名

VasospanNimergolineNicergolin [German]Nicergolinum [INN-Latin]NargolineNimergoline BaseNicotergolineNicergolina [Dcit]MNENicergoline [Usan:Ban:Inn:Jan]Sermion

IUPAC传统名

IUPAC标准名

数据登录号

CAS号

27848-84-6

EC号

248-694-6

PubChem SID

2489784316096404446508741

MDL号

MFCD00869626

PubChem CID

34040

描述信息

DrugBank

DB00699

Drug Groups

approved

Description

An ergot derivative that has been used as a cerebral vasodilator and in peripheral vascular disease. It has been suggested to ameliorate cognitive deficits in cerebrovascular disease. [PubChem]

Indication

For the treatment of senile dementia, migraines of vascular origin, transient ischemia, platelet hyper-aggregability, and macular degeneration.

Pharmacology

Affected Organisms

Humans and other mammals

References

• Winblad B, Fioravanti M, Dolezal T, Logina I, Milanov IG, Popescu DC, Solomon A: Therapeutic use of nicergoline. Clin Drug Investig. 2008;28(9):533-52. [Pubmed]

External Links

• [Wikipedia]

Sigma Aldrich

N7889

参考文献

PubChem文献

数据源提供

• Winblad B, Fioravanti M, Dolezal T, Logina I, Milanov IG, Popescu DC, Solomon A: Therapeutic use of nicergoline. Clin Drug Investig. 2008;28(9):533-52. Pubmed

• Arrigo, A. et al., Int. J. Clin. Pharmacol. Res., Suppl. 1, 1982, 11, 33, (use)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, NDM000

• Shintomi, K. et al., J. Pharmacobio-Dyn., 1987, 10, 35, (pharmacol, tox)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 7056, (synonyms)

• Fumagalli, M. et al., Contact Dermatitis, 1992, 27, 256

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 1731

• Bernardi, L. et al., Farmaco, Ed. Sci., 1975, 30, 789, (synth, pharmacol)

• Takahashi, K. et al., Br. J. Pharmacol., 1990, 100, 705, (pharmacol)

• Sioufi, A. et al., Biomed. Chromatogr., 1992, 6, 9, (hplc, metab)

• Carfagna, N. et al., Neurosci. Lett., 1995, 197, 195, (pharmacol)

• Neumann, B.W. et al., Arzneim.-Forsch., 1979, 29, 1206, (numerous papers)

• Arcari, G. et al., Experientia, 1972, 28, 819

• Banno, K. et al., J. Chromatogr., 1991, 568, 375, (hplc)

生物活性

PubChem BioAssay

化合物性质

理化性质

疏水性(logP)

3.3

安全信息

GHS危险声明

H302

安全公开号

保存温度

2-8°C

有害性 (Xn)

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

dust mask type N95 (US), Eyeshields, Gloves

KE6341000

Warning

产品相关信息

~97% (TLC)

analytical standard, for drug analysis

Cerebroprotective props

Has been used in treatment of senile dementia

药理学性质

化合物信息

ID:581