NAV

Caldaret

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Caldaret
DrugBank Accession Number
DB06231
Background

Not Available

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 256.32
Monoisotopic: 256.088163557
Chemical Formula
C11H16N2O3S
Synonyms
  • Caldaret
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Pharmacology

Indication

Investigated for use/treatment in heart disease and myocardial infarction.

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action

Cardiac damage due to the buildup of sodium (Na+) ischemia and early reperfusion leads to increased calcium (Ca2+) through the reverse mode Na+/Ca2+(NCX) ion exchanger. Caldaret is an intracardiac calcium (Ca2+) handling modulator whose cardioprotective actions are presumed to be due to inhibition of the NCX exhanger and increasing the uptake of Ca2+ via the sarcoplasmic reticulum (SR).

TargetActionsOrganism
USodium/calcium exchanger 1Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Caldaret monohydrate2SH110E854192509-24-3ZRQKZWAOIRVBFD-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Piperazines
Direct Parent
Phenylpiperazines
Alternative Parents
N-arylpiperazines / Benzenesulfonic acids and derivatives / Benzenesulfonyl compounds / 1-sulfo,2-unsubstituted aromatic compounds / Dialkylarylamines / Aniline and substituted anilines / Aminotoluenes / Sulfonyls / Organosulfonic acids / Dialkylamines
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Substituents
1-sulfo,2-unsubstituted aromatic compound / Amine / Aminotoluene / Aniline or substituted anilines / Aromatic heteromonocyclic compound / Arylsulfonic acid or derivatives / Azacycle / Benzenesulfonate / Benzenesulfonyl group / Benzenoid
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Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
9L3Y3IJ2HI
CAS number
133804-44-1
InChI Key
DCDFLGVJWQIRGH-UHFFFAOYSA-N
InChI
InChI=1S/C11H16N2O3S/c1-9-2-3-10(11(8-9)17(14,15)16)13-6-4-12-5-7-13/h2-3,8,12H,4-7H2,1H3,(H,14,15,16)
IUPAC Name
5-methyl-2-(piperazin-1-yl)benzene-1-sulfonic acid
SMILES
CC1=CC=C(N2CCNCC2)C(=C1)S(O)(=O)=O

References

General References
  1. Kawasumi H, Satoh N, Kitada Y: Caldaret, an intracellular Ca2+ handling modulator, limits infarct size of reperfused canine heart. J Pharmacol Sci. 2007 Feb;103(2):222-33. Epub 2007 Feb 14. [Article]
  2. Jang IK, Weissman NJ, Picard MH, Zile MR, Pettigrew V, Shen S, Tatsuno J, Hibberd MG, Tzivoni D, Wackers FJ: A randomized, double-blind, placebo-controlled study of the safety and efficacy of intravenous MCC-135 as an adjunct to primary percutaneous coronary intervention in patients with acute myocardial infarction: Evaluation of MCC-135 for left ventricular salvage in acute myocardial infarction (EVOLVE). Am Heart J. 2008 Jan;155(1):113.e1-8. Epub 2007 Nov 1. [Article]
ChemSpider
4938265
ChEMBL
CHEMBL2106572
ZINC
ZINC000001551732

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedPreventionMyocardial Infarction1
2CompletedTreatmentCongestive Heart Failure (CHF)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.9 mg/mLALOGPS
logP-1.4ALOGPS
logP0.021Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)-1.7Chemaxon
pKa (Strongest Basic)8.84Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area69.64 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity66.91 m3·mol-1Chemaxon
Polarizability26.02 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004i-1970000000-5370eda4871eefa2f766
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0290000000-bb0b53487900946fcd34
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-5fe28c8f5ab9d470bb42
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0920000000-d8ad0ebd90b1cd3e4d49
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-1090000000-8054921802fc2e16bc6b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9730000000-4aea0c7e8a80ace18dcb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03fu-7910000000-be16bcd026e953bd793d
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-163.6745286
predicted
DarkChem Lite v0.1.0
[M-H]-150.65688
predicted
DeepCCS 1.0 (2019)
[M+H]+163.5124286
predicted
DarkChem Lite v0.1.0
[M+H]+153.01488
predicted
DeepCCS 1.0 (2019)
[M+Na]+159.10802
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Sodium/calcium exchanger 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ion channel binding
Specific Function
Mediates the exchange of one Ca(2+) ion against three to four Na(+) ions across the cell membrane, and thereby contributes to the regulation of cytoplasmic Ca(2+) levels and Ca(2+)-dependent cellul...
Gene Name
SLC8A1
Uniprot ID
P32418
Uniprot Name
Sodium/calcium exchanger 1
Molecular Weight
108546.06 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at March 19, 2008 16:18 / Updated at February 21, 2021 18:52