アジマリン、アジュマリン
- 関
- lorajmine
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/11/14 15:39:05」(JST)
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Ajmaline
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Systematic (IUPAC) name |
(17R,21β)-ajmalan- 17,21-diol
OR
(1R,9R,10S,13R,14R,16S,18S)- 13-ethyl- 8-methyl- 8,15-diazahexacyclo [14.2.1.01,9.02,7.010,15.012,17] nonadeca- 2(7),3,5-triene- 14,18-diol |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Pregnancy cat. |
? |
Legal status |
? |
Identifiers |
CAS number |
4360-12-7 Y |
ATC code |
C01BA05 |
PubChem |
CID 20367 |
DrugBank |
DB01426 |
ChemSpider |
10469368 Y |
UNII |
1PON08459R Y |
KEGG |
D00199 N |
ChEMBL |
CHEMBL1230919 N |
Chemical data |
Formula |
C20H26N2O2 |
Mol. mass |
326.433 g/mol |
SMILES
- CC[C@H]1[C@H]5C[C@@H]4N([C@@H]1O)[C@H]6C[C@]3(c2ccccc2N(C)[C@H]34)[C@H](O)C56
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InChI
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InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11+,14-,15-,16?,17-,18+,19+,20+/m0/s1 Y
Key:CJDRUOGAGYHKKD-SXKXKDIKSA-N Y
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N (what is this?) (verify)
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Ajmaline is an alkaloid that is class Ia antiarrhythmic agent. It is often used to bring out typical findings of ST elevations in patients suspected of having Brugada syndrome.
The compound was first isolated by Salimuzzaman Siddiqui in 1931 [1] from the roots of Rauwolfia serpentina. He named it ajmaline, after Hakim Ajmal Khan, one of the most illustrious practitioners of Unani medicine in South Asia.[2]
See also[edit]
References[edit]
- ^ Siddiqui, S.; Siddiqui, R. H. (1931). J. Indian Chem. Soc. 8: 667–80.
- ^ Ahmed Nasim Sandilvi (2003), Salimuzzaman Siddiqui: pioneer of scientific research in Pakistan. Daily Dawn. 12 April 2003. Retrieved on 19 July 2007.
Antiarrhythmic agents (C01B)
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Channel blockers |
class I
(Na+ channel blockers)
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class Ia (Phase 0→ and Phase 3→)
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- Ajmaline
- Disopyramide
- Lorajmine
- Prajmaline
- Procainamide#
- Quinidine#
- Sparteine
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class Ib (Phase 3←)
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- IV (Lidocaine#)
- enteral (Aprindine
- Mexiletine
- Tocainide)
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class Ic (Phase 0→)
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- Encainide‡
- Ethacizine
- Flecainide
- Indecainide‡
- Lorcainide
- Moracizine‡
- Propafenone
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class III
(Phase 3→, K+ channel blockers)
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- Amiodarone
- Bretylium
- Bunaftine
- Dofetilide
- Dronedarone
- E-4031†
- Ibutilide
- Nifekalant
- Sotalol
- Tedisamil
- Vernakalant
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class IV
(Phase 4→, Ca2+ channel blockers)
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Receptor agonists
and antagonists |
class II
(Phase 4→, β blockers)
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- Nadolol
- Pindolol
- Propranolol
- cardioselective (Acebutolol
- Atenolol
- Esmolol
- Metoprolol)
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A1 agonist
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- Adenosine
- Benzodiazepines
- Barbiturates
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M2
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- muscarinic antagonist: Atropine
- Disopyramide
- Quinidine
muscarinic agonist: Digoxin
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α receptors
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- Amiodarone
- Bretylium
- Quinidine
- Verapamil
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Ion transporters |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco/cong/tumr, sysi/epon, injr
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proc, drug (C1A/1B/1C/1D), blte
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UpToDate Contents
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English Journal
- Macroline, akuammiline, sarpagine, and ajmaline alkaloids from Alstonia macrophylla.
- Lim SH1, Low YY1, Sinniah SK2, Yong KT2, Sim KS2, Kam TS3.Author information 1Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.2Institute of Biological Sciences, University of Malaya, 50603 Kuala Lumpur, Malaysia.3Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia. Electronic address: tskam@um.edu.my.AbstractA total of seventeen alkaloids, comprising six macroline (including alstofolinine A, a macroline indole incorporating a butyrolactone ring-E), two ajmaline, one sarpagine, and eight akuammiline alkaloids, were isolated from the stem-bark and leaf extracts of the Malayan Alstonia macrophylla. The structure and relative configurations of these alkaloids were established using NMR, MS and in several instances, confirmed by X-ray diffraction analysis. Six of these alkaloids were effective in reversing multidrug-resistance (MDR) in vincristine-resistant KB cells.
- Phytochemistry.Phytochemistry.2014 Feb;98:204-15. doi: 10.1016/j.phytochem.2013.11.014. Epub 2013 Dec 13.
- A total of seventeen alkaloids, comprising six macroline (including alstofolinine A, a macroline indole incorporating a butyrolactone ring-E), two ajmaline, one sarpagine, and eight akuammiline alkaloids, were isolated from the stem-bark and leaf extracts of the Malayan Alstonia macrophylla. The str
- PMID 24342109
- Combined HPLC-DAD-MS, HPLC-MS(n) and NMR spectroscopy for quality control of plant extracts: the case of a commercial blend sold as dietary supplement.
- Karioti A, Giocaliere E, Guccione C, Pieraccini G, Gallo E, Vannacci A, Bilia AR.Author information Department of Chemistry, Building of Pharmaceutical Sciences, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, Firenze, Italy. Electronic address: anastasiakarioti@yahoo.it.AbstractThe efficiency of 1D and 2D NMR spectroscopy along with HPLC-DAD-MS analyses in characterising the content of a dietary supplement is demonstrated. Experiments directly performed on a lyophilised sample of a commercial product gave details on the quality control of the product. The lack of the marker constituents of some of the declared plant species (Crataegus oxyacantha, Olea europea, Capsella bursa-pastoris and Fumaria officinalis) and the presence of banned adulterants, responsible for the strong antihypertensive effect of the supplement were established. The analyses proved the presence of indole alkaloids belonging to the group of Rauwolfia sp., such as ajmaline, reserpine and yohimbine. Quantitative HPLC analysis showed that the content of reserpine in the product was in the therapeutic range and therefore responsible for the collapses of the patients.
- Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2014 Jan 25;88:7-15. doi: 10.1016/j.jpba.2013.07.040. Epub 2013 Aug 7.
- The efficiency of 1D and 2D NMR spectroscopy along with HPLC-DAD-MS analyses in characterising the content of a dietary supplement is demonstrated. Experiments directly performed on a lyophilised sample of a commercial product gave details on the quality control of the product. The lack of the marke
- PMID 24013031
- The clinical impact of ajmaline challenge in elderly patients with suspected atrioventricular conduction disease.
- Conte G1, Levinstein M2, Sarkozy A2, Sieira J2, de Asmundis C2, Chierchia GB2, Di Giovanni G2, Baltogiannis G2, Ciconte G2, Wauters K2, Pappaert G2, Brugada P2.Author information 1Heart Rhythm Management Centre, UZ Brussel-VUB, Brussels, Belgium. Electronic address: giulioconte.cardio@gmail.com.2Heart Rhythm Management Centre, UZ Brussel-VUB, Brussels, Belgium.AbstractBACKGROUND: The effects and the safety of ajmaline challenge in elderly patients with suspected atrioventricular (AV) conduction disease have not been systematically investigated. The purpose of this study was to assess the response of intravenous administration of ajmaline in patients older than 75years suspected to be affected by AV conduction disease with respect to unmask high-degree His-Purkinje block or the typical Brugada ECG pattern.
- International journal of cardiology.Int J Cardiol.2014 Jan 24. pii: S0167-5273(14)00314-3. doi: 10.1016/j.ijcard.2014.01.103. [Epub ahead of print]
- BACKGROUND: The effects and the safety of ajmaline challenge in elderly patients with suspected atrioventricular (AV) conduction disease have not been systematically investigated. The purpose of this study was to assess the response of intravenous administration of ajmaline in patients older than 75
- PMID 24486065
Japanese Journal
- 数種の植物成分の生合成におけるシトクロムP450酸化酵素の反応と機能
- 井上 謙一郎
- 藥學雜誌 125(1), 31-49, 2005-01-01
- シトクロムP450モノオキシゲナーゼは動植物から微生物に至るまで広く生物界に分布していることが知られている. 動物において薬物やステロイドホルモンの代謝にP450が関与することが示されたことより, まず個体及び無細胞系レベルでそれらの機能が, 続いてP450の酵素化学的性質が分子レベルで解析され, 1980年代後半遺伝子工学技術の発展に伴いDNAレベルでの研究が急速に進み, 多くのデータが蓄積され …
- NAID 110003666156
- Value of electrocardiographic parameters and ajmaline test in the diagnosis of Brugada syndrome caused by SCN5A mutations
Related Links
- aj·ma·line (aj'mă-lēn), An indole alkaloid from the roots of Rauwolfia serpentina, related to reserpine, serpentine, and yohimbine. ... Rauwolfia alkaloids, pharmacologically can be divided into reserpine and ajmaline groups, while ...
- Ajmaline information including symptoms, causes, diseases, symptoms, treatments, and other medical and health issues. ... Introduction: Ajmaline Description of Ajmaline Ajmaline: An alkaloid found in the root of Rauwolfia ...
★リンクテーブル★
[★]
- 英
- ajmaline
- ラ
- ajmalinum
- 商
- リトモス
- 関
- アジュマリン、ロラジミン
- 副作用に肝障害(胆汁うっ滞型薬物性肝障害)がある。副作用のため現在あまり用いられない。
[★]
- 英
- ajmaline
- 関
- アジマリン
[★]
ロラジミン
- 関
- ajmaline