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Details

Stereochemistry ACHIRAL
Molecular Formula C11H16N4O
Molecular Weight 220.2714
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIDAMIDINE

SMILES

Cc1cccc(C)c1N=C(NC(=N)NC)O

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

CNS Activity

Curator's Comment:: 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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Lidarral

Approved Use

Lidamidine Hydrochloride. Lidamidine is an alpha2-adrenergic receptor stimulant used as the hydrochloride for the management of diarrhoea and other gastrointestinal disorders.
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

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).
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 Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
Code System Code Type Description
CAS
66871-56-5
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
PUBCHEM
47510
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
FDA UNII
Q8X04W8418
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
NCI_THESAURUS
C82240
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
INN
4603
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
MESH
C020918
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
RXCUI
28701
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY RxNorm
ChEMBL
CHEMBL448416
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
DRUG CENTRAL
1578
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
MERCK INDEX
M6804
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY Merck Index
EPA CompTox
66871-56-5
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY
EVMPD
SUB08504MIG
Created by admin on Sat Jun 26 03:54:38 UTC 2021 , Edited by admin on Sat Jun 26 03:54:38 UTC 2021
PRIMARY