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Bethanidine

Bethanidine structure

CAS No:
55-73-2
Formula:
C10H15N3
Chemical Name:
Bethanidine
Synonyms:
Guanidine,N,N′′-dimethyl-N′-(phenylmethyl)-;Guanidine,1-benzyl-2,3-dimethyl-;Guanidine,N,N′-dimethyl-N′′-(phenylmethyl)-;Guanidine,2-benzyl-1,3-dimethyl-;N,N′′-Dimethyl-N′-(phenylmethyl)guanidine;N-Benzyl-N′,N′′-dimethylguanidine;1-Benzyl-2,3-dimethylguanidine;Bethanidine;Betanidine;Betanidin
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

Solid

Bethanidine is a member of guanidines. It has a role as an adrenergic antagonist and an antihypertensive agent.|A guanidinium antihypertensive agent that acts by blocking adrenergic transmission.|A guanidinium antihypertensive agent that acts by blocking adrenergic transmission. The precise mode of action is not clear.

Bethanidine Basic Attributes

Molecular Weight：

177.251

Exact Mass：

177.25

EC Number：

204-056-9

UNII：

W8S3YM7AUU

DSSTox ID：

DTXSID7022677|DTXSID7048748

ATC Code：

C - Cardiovascular system

Characteristics

PSA：

36.4

XLogP3：

0.49

Appearance：

Solid

Density：

0.99g/cm3

Melting Point：

196 °C

Boiling Point：

282.1ºC at 760 mmHg

Flash Point：

124.4ºC

Refractive Index：

1.53

Water Solubility：

1.58e+00 g/L

Drug Information

Drug Indication：

For the treatment of hypertension.

Pharmacology：

Bethanidine is a guanidinium antihypertensive agent that acts by blocking adrenergic transmission. The precise mode of action is not clear. Although bethanidine may produce adverse effects, they are beneficial in severe hypertension and produce fewer side effects than guanethidine.

MeSH：

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.)|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.)|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.)

Absorption：

Absorbed rapidly in the gastrointestinal tract following oral administration.

Biological Half-Life：

9 hours (range 7 to 11 hours)

Mechanism of Action：

Bethanidine, a guanidine derivative, is a peripherally acting antiadrenergic agent which primarily acts as an alpha2a adrenergic agonist. Bethanidine effectively decreases blood pressure by suppressing renin secretion or interfering with function of the sympathetic nervous system.

MeSH Entry Terms：

Batel

Bethanidine Use and Manufacturing

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:177.25
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:177.126597491
Monoisotopic Mass:177.126597491
Topological Polar Surface Area:36.4
Heavy Atom Count:13
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes