BETHANIDINE SULFATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	2C10H15N3.H2O4S
Molecular Weight	452.571
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(O)(=O)=O.CNC(NC)=NCC1=CC=CC=C1.CNC(NC)=NCC2=CC=CC=C2

InChI

InChIKey=YTIJUXVIZLYQTB-UHFFFAOYSA-N

InChI=1S/2C10H15N3.H2O4S/c2*1-11-10(12-2)13-8-9-6-4-3-5-7-9;1-5(2,3)4/h2*3-7H,8H2,1-2H3,(H2,11,12,13);(H2,1,2,3,4)

HIDE SMILES / InChI

Molecular Formula	H2O4S
Molecular Weight	98.078
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C10H15N3
Molecular Weight	177.2462
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6065986

Bethanidine is a post-ganglionic adrenergic neurone-blocking agent which exerts a marked postural hypotensive effect. The precise mechanism whereby bethanidine causes blockade of adrenergic neurones is unknown. An initial sympathomimetic effect has been demonstrated in man and animals, possibly due to release of catecholamines.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
adrenergic receptor signaling pathway involved in heart process 2 Target ID: GO:0086023 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7066153 \| https://www.ncbi.nlm.nih.gov/pubmed/6065986	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypertension 567 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1749117/pdf/brmedj02317-0037.pdf http://www.sciencedirect.com/science/article/pii/S0140673664924754 https://www.ncbi.nlm.nih.gov/pubmed/641213	Primary		Approved 8429	TENATHAN Approved Use Bethanidine (Sulphate) is used in hypertension to reduce the blood pressure.

C_max

Value	Dose	Co-administered	Analyte	Population
0.4 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1120401/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:		BETHANIDINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
0.5 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1120401/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:		BETHANIDINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
11 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1120401/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:		BETHANIDINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
90% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1120401/	25 mg single, intravenous dose: 25 mg route of administration: Intravenous experiment type: SINGLE co-administered:		BETHANIDINE plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
40 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 40 mg/kg, 1 times / day Route: oral Route: multiple Dose: 40 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3897340	unhealthy n = 1 Health Status: unhealthy Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/3897340	Sources: https://pubmed.ncbi.nlm.nih.gov/3897340

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:37937	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:37937
ZINC	ZINC000002041046	http://zinc15.docking.org/substances/ZINC000002041046

PubMed

Title	Date	PubMed
Side effects of hypotensive agents evaluated by a self-administered questionnaire.	1973 Sep 1	4726158
Cardiovascular responses to mianserin hydrochloride: a comparison with tricyclic antidepressant drugs.	1978	341940
Antiarrhythmic action of bethanidine.	1984 Aug 1	6465015
Antiarrhythmic and electrophysiologic actions of bethanidine sulfate in primary ventricular fibrillation or life-threatening ventricular tachycardia.	1984 May 1	6711426
Studies on bethanidine and meobentine: direct and indirect effects of antifibrillatory drugs.	1986 Nov-Dec	2434745
Biological characterisation of Haliclona (?gellius) sp.: sponge and associated microorganisms.	2009 Nov	19471996
Prediction of Daily Patient Numbers for a Regional Emergency Medical Center using Time Series Analysis.	2010 Sep	21818435

Sample Use Guides

In Vivo Use Guide

Initial therapy 0.228 mg/kg 8 hourly Maintenance therapy 0.114 to 0.228 mg/kg 8 hourly

Route of Administration: Oral

In Vitro Use Guide

The effects of bethanidine sulphate, a pharmacological analog of the cardiac antibrillatory drug, bretylium tosylate, were studied on action potentials (APs) and K+, Na+, and Ca2+ currents of single cultured embryonic chick heart cells using the whole-cell current clamp and voltage clamp technique. Extracellular application of bethanidine (0.3 mM) increased the overshoot and the duration of the APs and greatly decreased the outward K+ current (IK) and potentiated the inward fast Na+ currents (INa) and the inward slow calcium current (ICa). However, intracellular introduction of bethanidine (0.1 mM) blocked INa.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:08:13 GMT 2023` Edited by `admin` on `Fri Dec 15 16:08:13 GMT 2023`
Record UNII	J4THI5N7O2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BETHANIDINE SULFATE

Official Name

English

GUANIDINE, N,N'-DIMETHYL-N''-(PHENYLMETHYL)-, SULPHATE (2:1)

Systematic Name

English

BETHANIDINE SULPHATE

Common Name

English

BETANIDINE SULFATE

Common Name

English

BETANIDINE SULFATE [JAN]

Common Name

English

GUANIDINE, N,N'-DIMETHYL-N''-(PHENYLMETHYL)-, SULFATE (2:1)

Systematic Name

English

Betanidine sulfate [WHO-DD]

Common Name

English

1-Benzyl-2,3-dimethylguanidine sulfate (2:1)

Systematic Name

English

BW-467-C-60

Code

English

TENATHAN

Brand Name

English

BETANIDINE SULPHATE

Common Name

English

BETHANIDINE SULFATE [USAN]

Common Name

English

NSC-106563

Code

English

BETHANIDINE SULFATE [ORANGE BOOK]

Common Name

English

BETANIDINE SULFATE [MART.]

Common Name

English

BETHANIDINE SULFATE [MI]

Common Name

English

1-BENZYL-2,3-DIMETHYLGUANIDINE SULPHATE (2:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C72900