ZALDARIDE

Possibly Marketed Outside US

Details

Stereochemistry	RACEMIC
Molecular Formula	C26H28N4O2
Molecular Weight	428.5261
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC4(CN1CCC(CC1)N2C(=O)NC3=C2C=CC=C3)OCC5=CC=CC=C5N6C=CC=C46

InChI

InChIKey=HTGCJAAPDHZCHL-UHFFFAOYSA-N

InChI=1S/C26H28N4O2/c1-26(24-11-6-14-29(24)22-9-4-2-7-19(22)17-32-26)18-28-15-12-20(13-16-28)30-23-10-5-3-8-21(23)27-25(30)31/h2-11,14,20H,12-13,15-18H2,1H3,(H,27,31)

HIDE SMILES / InChI

Molecular Formula	C26H28N4O2
Molecular Weight	428.5261
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1379190 | https://www.ncbi.nlm.nih.gov/pubmed/8562742 | https://www.ncbi.nlm.nih.gov/pubmed/3033469 |

Zaldaride is a calmodulin antagonist known to produce inhibition of calmodulin-dependent voltage-gated ion channels including those of Ca2+, Na+, and K+. Zaldaride was also observed to inhibit nicotinic acetylcholine receptor (nAChR) channel currents. Zaldaride has been studied in clinical trials as a potential treatment for travelers diarrhea.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C 3 Target ID: Q14123 Gene ID: 5137.0 Gene Symbol: PDE1C Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/3033469	Inhibitor 8297		3.3 µM [IC50]
Voltage-gated potassium channel 16 Target ID: CHEMBL2362996 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25796172	Inhibitor 8297		0.81 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Travelers’ diarrhea 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8562742	Curative		Phase III 656	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
CGS 9343B, a novel, potent, and selective inhibitor of calmodulin activity.	1987 May	3033469
The calmodulin inhibitor CGS 9343B inhibits voltage-dependent K+ channels in rabbit coronary arterial smooth muscle cells.	2015 Jun 15	25796172

Patents

Sample Use Guides

In Vivo Use Guide

Treatment of traveler's diarrhea: 20 mg zaldaride maleate four times per day

Route of Administration: Oral

In Vitro Use Guide

Zaldaride (CGS 9343B) inhibited Kv currents in rabbit coronary arterial smooth muscle cells in a concentration-dependent manner, with a half-maximal inhibitory concentration (IC50) value of 0.81uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:08:22 GMT 2023` Edited by `admin` on `Fri Dec 15 19:08:22 GMT 2023`
Record UNII	GH66PET6S3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ZALDARIDE

Official Name

English

ZALDARIDE [MART.]

Common Name

English

zaldaride [INN]

Common Name

English

(±)-1-(1-((4-METHYL-4H,6H-PYRROLO(1,2-A)(4,1)BENZOXAZEPIN-4-YL)METHYL)-4-PIPERIDYL)-2-BENZIMIDAZOLINONE

Systematic Name

English

ZALDARIDE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C266