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100643-71-8 分子结构
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13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaene

ChemBase编号:842
分子式:C19H19ClN2
平均质量:310.82056
单一同位素质量:310.1236763
SMILES和InChIs

SMILES:
Clc1cc2c(C(=C3CCNCC3)c3ncccc3CC2)cc1
Canonical SMILES:
Clc1ccc2c(c1)CCc1c(C2=C2CCNCC2)nccc1
InChI:
InChI=1S/C19H19ClN2/c20-16-5-6-17-15(12-16)4-3-14-2-1-9-22-19(14)18(17)13-7-10-21-11-8-13/h1-2,5-6,9,12,21H,3-4,7-8,10-11H2
InChIKey:
JAUOIFJMECXRGI-UHFFFAOYSA-N

引用这个纪录

CBID:842 http://www.chembase.cn/molecule-842.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaene
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaene
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene
IUPAC传统名
clarinex
13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3,5,7,12,14-hexaene
desloratadine
商标名
Aerius
Clarinex Reditabs
NeoClarityn
Claramax
Clarinex
别名
8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H- benzo[5,6]cyclohepta[1,2,b]pyridine
Clarinex®
Desloratadine
8-chloro-11-(piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
8-Chloro-6,11-dihydro-11-(4-piperidinylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Aerius
Allex
Azomyr
Clarinex
NSC 675447
Neoclarityn
Opulis
Sch 34117
Claramax
Desloratidine
Descarboethoxyoratidine
Descarboethoxyloratadine
desloratadine
Desloratadine
CAS号
100643-71-8
MDL号
MFCD00871949
PubChem SID
160964305
46507996
PubChem CID
124087

理论计算性质

理论计算性质

JChem ALOGPS 2.1
质子受体 质子供体
LogD (pH = 5.5) 0.74148434  LogD (pH = 7.4) 1.6871009 
Log P 3.968538  摩尔折射率 101.0388 cm3
极化性 35.36979 Å3 极化表面积 24.92 Å2
可自由旋转的化学键 里宾斯基五规则 true 
Log P 3.48  LOG S -4.9 
溶解度 3.95e-03 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
Chloroform expand 查看数据来源
DMSO: >10 mg/mL expand 查看数据来源
Ethyl Acetate expand 查看数据来源
Hexane expand 查看数据来源
外观
Off-White to Beige Solid expand 查看数据来源
powder expand 查看数据来源
熔点
150-151°C expand 查看数据来源
疏水性(logP)
3.2 expand 查看数据来源
保存条件
-20°C Freezer expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
保存温度
2-8°C expand 查看数据来源
作用靶点
Histamine Receptor expand 查看数据来源
生物活性机理
H1-antagonist expand 查看数据来源
纯度
≥98% (HPLC) expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
应用领域
It is a drug used to treat allergies expand 查看数据来源
Metab. of loratadine expand 查看数据来源
Empirical Formula (Hill Notation)
C19H19ClN2 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank -  DB00967 external link
Item Information
Drug Groups approved; investigational
Description Desloratadine is a second generation, tricyclic antihistamine that which has a selective and peripheral H1-antagonist action. It is the active descarboethoxy metabolite of loratidine (a second generation histamine). Desloratidine has a long-lasting effect and does not cause drowsiness because it does not readily enter the central nervous system.
Indication For the relief of symptoms of seasonal allergic rhinitis, perennial (non-seasonal) allergic rhinitis. Desloratidine is also used for the sympomatic treatment of pruritus and urticaria (hives) associated with chronic idiopathic urticaria.
Pharmacology Desloratadine is a long-acting second-generation H1-receptor antagonist which has a selective and peripheral H1-antagonist action. Histamine is a chemical that causes many of the signs that are part of allergic reactions, such as the swelling of tissues. Histamine is released from histamine-storing cells (mast cells) and attaches to other cells that have receptors for histamine. The attachment of the histamine to the receptors causes the cell to be "activated," releasing other chemicals which produce the effects that we associate with allergies. Desloratadine blocks one type of receptor for histamine (the H1 receptor) and thus prevents activation of cells by histamine. Unlike most other antihistamines, Desloratadine does not enter the brain from the blood and, therefore, does not cause drowsiness.
Affected Organisms
Humans and other mammals
Half Life 50 hours
Protein Binding 82-87%
Elimination Desloratadine (a major metabolite of loratadine) is extensively metabolized to 3-hydroxydesloratadine, an active metabolite, which is subsequently glucuronidated. Approximately 87% of a 14C-desloratadine dose was equally recovered in urine and feces.
References
Mann RD, Pearce GL, Dunn N, Shakir S: Sedation with "non-sedating" antihistamines: four prescription-event monitoring studies in general practice. BMJ. 2000 Apr 29;320(7243):1184-6. [Pubmed]
Glass DJ, Harper AS: Assessing satisfaction with desloratadine and fexofenadine in allergy patients who report dissatisfaction with loratadine. BMC Fam Pract. 2003 Aug 13;4:10. Epub 2003 Aug 13. [Pubmed]
See S: Desloratadine for allergic rhinitis. Am Fam Physician. 2003 Nov 15;68(10):2015-6. [Pubmed]
Devillier P, Roche N, Faisy C: Clinical pharmacokinetics and pharmacodynamics of desloratadine, fexofenadine and levocetirizine : a comparative review. Clin Pharmacokinet. 2008;47(4):217-30. [Pubmed]
Bachert C: A review of the efficacy of desloratadine, fexofenadine, and levocetirizine in the treatment of nasal congestion in patients with allergic rhinitis. Clin Ther. 2009 May;31(5):921-44. [Pubmed]
DuBuske L: Desloratadine for chronic idiopathic urticaria: a review of clinical efficacy. Am J Clin Dermatol. 2007;8(5):271-83. [Pubmed]
Bachert C, Maurer M: Safety and efficacy of desloratadine in subjects with seasonal allergic rhinitis or chronic urticaria: results of four postmarketing surveillance studies. Clin Drug Investig. 2010;30(2):109-22. doi: 10.2165/11530930-000000000-00000. [Pubmed]
Simons FE, Prenner BM, Finn A Jr: Efficacy and safety of desloratadine in the treatment of perennial allergic rhinitis. J Allergy Clin Immunol. 2003 Mar;111(3):617-22. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com
Sigma Aldrich -  D1069 external link
Biochem/physiol Actions
Desloratadine is a selective and nonsedating histamine H1 receptor antagonist, an active metabolite of loratadine (Claritin), used to relieve hay fever and allergy symptoms with less drowsiness than other antihistamines; does not significantly inhibits cardiac K+ channels at clinically achievable blood levels. Free from antimuscarinic/anticholinergic effects.
法律信息
Clarinex 注册商标 Schering Corp.
Toronto Research Chemicals -  D290250 external link
Nonsedating-type histamine H1-receptor antagonist. An active metabolite of Loratadine. Also inhibits generation and release of inflammatory mediators from basophils and mast cells.An impurity arising in the synthesis of Rupatadine (R701650).

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Mann RD, Pearce GL, Dunn N, Shakir S: Sedation with "non-sedating" antihistamines: four prescription-event monitoring studies in general practice. BMJ. 2000 Apr 29;320(7243):1184-6. Pubmed
  • Glass DJ, Harper AS: Assessing satisfaction with desloratadine and fexofenadine in allergy patients who report dissatisfaction with loratadine. BMC Fam Pract. 2003 Aug 13;4:10. Epub 2003 Aug 13. Pubmed
  • Devillier P, Roche N, Faisy C: Clinical pharmacokinetics and pharmacodynamics of desloratadine, fexofenadine and levocetirizine : a comparative review. Clin Pharmacokinet. 2008;47(4):217-30. Pubmed
  • Bachert C: A review of the efficacy of desloratadine, fexofenadine, and levocetirizine in the treatment of nasal congestion in patients with allergic rhinitis. Clin Ther. 2009 May;31(5):921-44. Pubmed
  • DuBuske L: Desloratadine for chronic idiopathic urticaria: a review of clinical efficacy. Am J Clin Dermatol. 2007;8(5):271-83. Pubmed
  • Bachert C, Maurer M: Safety and efficacy of desloratadine in subjects with seasonal allergic rhinitis or chronic urticaria: results of four postmarketing surveillance studies. Clin Drug Investig. 2010;30(2):109-22. doi: 10.2165/11530930-000000000-00000. Pubmed
  • Simons FE, Prenner BM, Finn A Jr: Efficacy and safety of desloratadine in the treatment of perennial allergic rhinitis. J Allergy Clin Immunol. 2003 Mar;111(3):617-22. Pubmed
  • See S: Desloratadine for allergic rhinitis. Am Fam Physician. 2003 Nov 15;68(10):2015-6. Pubmed
  • Kreutner, W., et al.: Arzneimittel-Forsch., 50, 345 (2000)
  • Salmun, L.M., et al.: Clin. Ther., 22, 613 (2000)
  • Agrawal, D.K., et al.: Expert Opin. Invest. Drugs, 10, 547 (2000)
  • Barnett, A. et al., Agents Actions, 1984, 14, 590, (pharmacol)
  • Pat. Coop. Treaty (WIPO), 1985, Schering, 85 03 707; CA, 104, 116091a, (desloratadine, synth, pharmacol)
  • Villani, F.J. et al., Arzneim.-Forsch., 1986, 36, 1311, (synth)
  • Batenhorst, R.L. et al., Eur. J. Clin. Pharmacol., 1986, 31, 247, (pharmacol)
  • Kreutner, W. et al., Allergy (Copenhagen), 1987, 42, 57, (pharmacol)
  • Bradley, C.M. et al., Eur. J. Clin. Pharmacol., 1987, 32, 419, (pharmacol)
  • Hilbert, J. et al., J. Clin. Pharmacol., 1987, 27, 530; 694; 1988, 28, 234, (pharmacol)
  • Clissold, S.P. et al., Drugs, 1989, 37, 42, (rev)
  • Schumacher, D.P. et al., J.O.C., 1989, 54, 2242, (synth, pmr)
  • Piwinski, J.J. et al., J.O.C., 1990, 55, 3341, (metab)
  • Piwinski, J.J. et al., J. Med. Chem., 1991, 34, 457, (activity)
  • Barnett, A. et al., Chron. Drug Discovery, 1993, 3, 83, (rev)
  • Roman, I.J. et al., Clin. Rev. Allergy, 1993, 11, 89, (pharmacol, rev)
  • Haria, M. et al., Drugs, 1994, 48, 617, (rev)
  • Letari, O. et al., Eur. J. Pharmacol., 1994, 266, 219, (pharmacol)
  • Johnson, R. et al., J. Chromatogr., B: Biomed. Appl., 1994, 657, 125, (gc)
  • Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 8869, (synonyms)
  • Caballero, R. et al., Br. J. Pharmacol., 1997, 122, 796-798, (desloratadine, pharmacol)
  • Molet, S. et al., Clin. Exp. Allergy, 1997, 27, 1167-1174, (desloratadine, pharmacol)
  • Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 413
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