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ACTIVE PHARMA INGREDIENTS

3 API Suppliers, 1 EU WC, 3 Listed Suppliers, $ API Reference Price

3 API Suppliers
1 EU WC
3 Listed Suppliers
$ API Reference Price

Synopsis

ACTIVE PHARMA INGREDIENTS

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CEP/COS

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KDMF

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$ 9,794

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Chemistry

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Also known as: Chebi:28462, Ncgc00016987-01, Ajimalin (tn), Ajmaline (jp17), Dsstox_cid_25537, Dsstox_rid_80939

Molecular Formula

C₂₀H₂₆N₂O₂

Molecular Weight

326.4 g/mol

InChI Key

CJDRUOGAGYHKKD-HEFSZTOGSA-N

ajmaline is a natural product found in Euglena gracilis and Apis cerana with data available.

1 2D Structure

Ajmaline

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,9R,10S,12R,13S,14R,16S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol

2.1.2 InChI

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

2.1.3 InChI Key

CJDRUOGAGYHKKD-HEFSZTOGSA-N

2.1.4 Canonical SMILES

CCC1C2CC3C4C5(CC(C2C5O)N3C1O)C6=CC=CC=C6N4C

2.1.5 Isomeric SMILES

CC[C@H]1[C@@H]2C[C@H]3[C@H]4[C@@]5(C[C@@H](C2[C@H]5O)N3[C@@H]1O)C6=CC=CC=C6N4C

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. Chebi:28462

2. Ncgc00016987-01

3. Ajimalin (tn)

4. Ajmaline (jp17)

5. Dsstox_cid_25537

6. Dsstox_rid_80939

7. Dsstox_gsid_45537

8. Schembl18950

9. Ajmalan-17alpha,21alpha-diol

10. Chembl2357792

11. Hy-b1167

12. Tox21_110728

13. 4-formylphenyl4-formylbenzoate

14. Akos037515833

15. Cs-4769

16. Db01426

17. Cas-4360-12-7

18. D00199

19. Q385858

20. (1r,9r,10s,12r,13s,14r,16s,18r)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2,4,6-triene-14,18-diol

2.3 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₆N₂O₂
Molecular Weight	326.4 g/mol
XLogP3	1.8
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	326.199428076 g/mol
Monoisotopic Mass	326.199428076 g/mol
Topological Polar Surface Area	46.9 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	570
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For use as an antiarrhythmic agent.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Ajmaline is a class 1A antiarrhythmic agent. By interfering with the sodium channels, this drug allows for improvement in abnormal rhythms of the heart

5.2 Mechanism of Action

The class I antiarrhythmic agents interfere with the sodium channel. A class IA agent lengthens the action potential (right shift) which brings about improvement in abnormal heart rhythms. This drug in particular has a high affinity for the Nav 1.5 sodium channel.

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