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Bethanidine

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2 FDF Dossiers, 2 FDA Orange Book

2 FDF Dossiers
2 FDA Orange Book

Synopsis

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Chemistry

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Also known as: Bethanidine sulfate, Benzanidin, Benzanidine, Betanidole, Benzoxine, Betaling

Molecular Formula

C₁₀H₁₇N₃O₄S

Molecular Weight

275.33 g/mol

InChI Key

WDLCALUKNKNIDF-UHFFFAOYSA-N

A guanidinium antihypertensive agent that acts by blocking adrenergic transmission. The precise mode of action is not clear.

1 2D Structure

Bethanidine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-benzyl-2,3-dimethylguanidine;sulfuric acid

2.1.2 InChI

InChI=1S/C10H15N3.H2O4S/c1-11-10(12-2)13-8-9-6-4-3-5-7-9;1-5(2,3)4/h3-7H,8H2,1-2H3,(H2,11,12,13);(H2,1,2,3,4)

2.1.3 InChI Key

WDLCALUKNKNIDF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CNC(=NC)NCC1=CC=CC=C1.OS(=O)(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Batel

2. Betanidine

3. Bethanidine

4. Bethanidine Sulfate

5. Bethanidine, Sulfate (2:1)

6. Sulfate, Bethanidine

2.2.2 Depositor-Supplied Synonyms

1. Bethanidine Sulfate

2. Benzanidin

3. Benzanidine

4. Betanidole

5. Benzoxine

6. Betaling

7. Betanidol

8. Bethanid

9. Esbatal

10. Eusmanid

11. Hypersin

12. Batel

13. 114-85-2 (sulfate)

14. Nsc-106563

15. Bethanidine Hemisulfate

16. 1-benzyl-2,3-dimethylguanidinium Sulfate

17. N-benzyl-n',n''-dimethylguanidine Sulfate

18. 1-benzyl-2,3-dimethylguanidine;sulfuric Acid

19. Bethanidine Sulfate (2:1)

20. Bw467c60

21. Bw 467c60

22. Nsc106563

23. 1-benzyl-2,3-dimethylguanidine Sulfate

24. Bw-467-c-60

25. 1-benzyl-2,3-dimethylguanidine Sulfate (1:1/2)

26. Schembl122035

27. Guanidine,3-dimethyl-, Sulfate (2:1)

28. Wln: 1nuym1 & M1r 2 & Wsqq

29. 467-c-60

30. Guanidine,n'-dimethyl-n''-(phenylmethyl)-, Sulfate (2:1)

2.3 Create Date

2007-12-12

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₇N₃O₄S
Molecular Weight	275.33 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	275.09397721 g/mol
Monoisotopic Mass	275.09397721 g/mol
Topological Polar Surface Area	119 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	241
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic Agents

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters. (See all compounds classified as Adrenergic Agents.)

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

FDF Dossiers