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Details

Stereochemistry ACHIRAL
Molecular Formula C11H16N4O
Molecular Weight 220.2709
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIDAMIDINE

SMILES

CNC(=N)NC(=O)NC1=C(C)C=CC=C1C

InChI

InChIKey=RRHJHSBDJDZUGL-UHFFFAOYSA-N
InChI=1S/C11H16N4O/c1-7-5-4-6-8(2)9(7)14-11(16)15-10(12)13-3/h4-6H,1-3H3,(H4,12,13,14,15,16)

HIDE SMILES / InChI

Molecular Formula C11H16N4O
Molecular Weight 220.2709
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lidamidine, also known as WHR-1142A and Lidaral, is an alpha2-adrenergic receptor agonist that inhibits intestinal secretion, reduces intestinal transit, and inhibits smooth muscle contraction. Lidamidine hydrochloride is used to treat diarrhoea and other gastrointestinal disorders. Lidamidine’s intestinal antisecretory effects are mediated through the activation of peripheral alpha-2 adrenoceptors. Lidamidine crosses the blood brain barrier poorly and is therefore devoid of the centrally mediated alpha-2 effects that have limited the use of other alpha-2 adrenoceptor agonists in the intestinal tract.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Lidarral
PubMed

PubMed

TitleDatePubMed
In vivo antimotility and antidiarrheal activity of lidamidine hydrochloride (WHR-1142A), a novel antidiarrheal agent. Comparison with diphenoxylate and loperamide.
1978
Patents

Sample Use Guides

In Vivo Use Guide
Lidamidine HCL (4 mg) or placebo was taken orally t.i.d. with food. Lidamidine decreased the augmented mechanical response to food, reduced rectal sensitivity, and relieved symptoms of patients with irritable bowel syndrome.
Route of Administration: Oral
In Vitro Use Guide
The effects of clonidine and lidamidine on ion transport in the intestine of the rabbit were determined. In the ileum both clonidine (10(-6) M) and lidamidine (10(-3) M) (a) decreased the short circuit current (-1.9 +/- 0.3 and -2.0 +/- 0.4 muEq/h . cm2, respectively) and potential difference; (b) increased net sodium absorption (2.0 +/- 0.6 and 1.8 +/- 0.4 muEq/h . cm2) and chloride absorption (3.4 +/- 0.5 and 3.4 +/- 0.6 muEq/h . cm2); and (c) increased tissue conductance (8.7 +/- 1.7 and 10.0 +/- 1.6 mmho/cm2).
Substance Class Chemical
Created
by admin
on Tue Oct 22 05:36:16 UTC 2019
Edited
by admin
on Tue Oct 22 05:36:16 UTC 2019
Record UNII
Q8X04W8418
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LIDAMIDINE
INN   MI   WHO-DD  
INN  
Official Name English
LIDAMIDINE [INN]
Common Name English
1-(METHYLAMIDINO)-3-(2,6-XYLYL)UREA
Systematic Name English
UREA, N-(2,6-DIMETHYLPHENYL)-N'-(IMINO(METHYLAMINO)METHYL)-
Systematic Name English
LIDAMIDINE [MI]
Common Name English
LIDAMIDINE [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C266
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
Code System Code Type Description
CAS
66871-56-5
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
PUBCHEM
47510
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
NCI_THESAURUS
C82240
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
INN
4603
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
MESH
C020918
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
RXCUI
28701
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY RxNorm
ChEMBL
CHEMBL448416
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
MERCK INDEX
M6804
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY Merck Index
EPA CompTox
66871-56-5
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
EVMPD
SUB08504MIG
Created by admin on Tue Oct 22 05:36:16 UTC 2019 , Edited by admin on Tue Oct 22 05:36:16 UTC 2019
PRIMARY
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SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY