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MW 371.4 Da, Purity >98%. L-type Ca2+ channel blocker. Achieve your results faster with highly validated, pure and trusted compounds.

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Images

Chemical Structure - Isradipine, L-type Ca2+ channel blocker (AB120142), expandable thumbnail

Publications

Key facts

CAS number

75695-93-1

Purity

> 98%

Form

Solid

Molecular weight

371.4 Da

Molecular formula

C19H21N3O5

PubChem identifier

3784

Nature

Synthetic

Alternative names

Recommended products

MW 371.4 Da, Purity >98%. L-type Ca2+ channel blocker. Achieve your results faster with highly validated, pure and trusted compounds.

Key facts

Purity

> 98%

PubChem identifier

3784

Solubility

Soluble in DMSO to 100 mM. Soluble in ethanol to 50 mM.

Biochemical name

Isradipine

Biological description

L-type Ca2+ channel blocker.

Canonical SMILES

CC1=C(C(C(=C(N1)C)C(=O)OC(C)C)C2=CC=CC3=NON=C32)C(=O)OC

InChI

InChI=1S/C19H21N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23)25-5)16(15)12-7-6-8-13-17(12)22-27-21-13/h6-9,16,20H,1-5H3

InChIKey

HMJIYCCIJYRONP-UHFFFAOYSA-N

IUPAC name

3-O-methyl 5-O-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate short-term storage conditions

+4°C

Appropriate long-term storage conditions

+4°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.

Activity summary

The biological targets CACNA1C Cytochrome P450 enzymes (including 1A2 3A4 2C9 2C8 2C19 2C12) Androgen Receptor Retinoic Acid Receptor alpha PXR Maxi Potassium channels (alpha SLO and beta subunits KCNMB1 KCNMB2 KCNMB4 and LRRC26) and ABCB11/BSEP play diverse mechanical roles in cellular physiology. For example CACNA1C also known as Cav1.2 is a voltage-dependent calcium channel with a mass of about 240 kDa. It is expressed in the heart brain and skeletal muscles where it facilitates the influx of calcium ions. The Maxi Potassium channels contribute to cell membrane potential regulation through their high conductance. Cytochrome P450 enzymes such as CYP3A4 are involved in the metabolism of drugs and xenobiotics expressed mainly in the liver. The Androgen Receptor is important in mediating the effects of androgens and is widely present in the prostate and other tissues.

Biological function summary

These targets perform roles critical to physiological processes. CACNA1C regulates cardiac action potential and muscle contraction acting in concert with other subunits to form a functional complex. Cytochrome P450 enzymes metabolize endogenous and exogenous compounds maintaining chemical homeostasis. The Androgen Receptor modulates gene expression upon binding testosterone or dihydrotestosterone. Retinoic Acid Receptor alpha influences gene transcription affecting cell differentiation and growth. The Retinoic Acid Receptor and PXR often function within complexes to control gene expression affecting xenobiotic metabolism.

Pathways

The functions of these proteins integrate into central biological networks. CACNA1C participates in the cardiac contraction pathway influencing heart muscle function. Cytochrome P450 enzymes like CYP3A4 and CYP2C9 are integral to drug metabolism and xenobiotic pathways interacting with multiple proteins for efficient biotransformation. The Androgen Receptor plays a role in the androgen signaling pathway impacting proteins such as cortisol convertases. Maxi Potassium channels including KCNMB1 and KCNMB4 are involved in pathways regulating cellular excitability and neurotransmitter release.

Associated diseases and disorders

These targets have associations with significant clinical implications. Mutations or dysregulation of CACNA1C can lead to cardiac disorders like Timothy syndrome. Cytochrome P450 enzymes particularly CYP3A4 and CYP2C9 are linked to altered pharmacokinetics in liver diseases impacting drug efficacy and safety. The Androgen Receptor's involvement in prostate cancer highlights its role in regulating cell growth with therapeutic strategies targeting its activity. Additionally ABCB11/BSEP mutations relate to liver diseases such as progressive familial intrahepatic cholestasis linked with bile acid transport dysfunction.

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1 product image

  • Chemical Structure - Isradipine, L-type Ca2+ channel blocker (ab120142), expandable thumbnail

    Chemical Structure - Isradipine, L-type Ca2+ channel blocker (ab120142)

    2D chemical structure image of ab120142, Isradipine, L-type Ca2+ channel blocker

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Product protocols

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