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MW 515.9 Da, Purity >98%. Antimalarial agent. Inhibits tumor cell growth and metastasis and induces apoptosis in vitro. Binds to Fe(II)-protoporphyrin IX (FP) to form FP-chloroquine complex resulting in cell lysis and parasite cell autodigestion.

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Immunocytochemistry - Chloroquine diphosphate, apoptosis and autophagy inhibitor (AB142116), expandable thumbnail
  • Chemical Structure - Chloroquine diphosphate, apoptosis and autophagy inhibitor (AB142116), expandable thumbnail

Publications

Key facts

CAS number
50-63-5
Purity
> 98%
Form
Solid
Molecular weight
515.9 Da
Molecular formula
C18H32ClN3O8P2
PubChem identifier
64927
Nature
Synthetic

Alternative names

Recommended products

MW 515.9 Da, Purity >98%. Antimalarial agent. Inhibits tumor cell growth and metastasis and induces apoptosis in vitro. Binds to Fe(II)-protoporphyrin IX (FP) to form FP-chloroquine complex resulting in cell lysis and parasite cell autodigestion.

Key facts

Purity
> 98%
PubChem identifier
64927
Solubility

Soluble in water to 100 mM.

Biochemical name
Chloroquine phosphate
Biological description

Antimalarial agent. Inhibits tumor cell growth and metastasis and induces apoptosis in vitro. Binds to Fe(II)-protoporphyrin IX (FP) to form FP-chloroquine complex resulting in cell lysis and parasite cell autodigestion.

Canonical SMILES
CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl.OP(=O)(O)O.OP(=O)(O)O
InChI
InChI=1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)
InChIKey
QKICWELGRMTQCR-UHFFFAOYSA-N
IUPAC name
4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine;phosphoric acid

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°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

Progesterone receptor often called PR or NR3C3 acts as a ligand-activated transcription factor. It has a molecular weight ranging from 93 to 116 kDa depending on isoforms. PR is typically expressed in reproductive tissues like uterus and mammary glands. The acetylcholinesterase enzyme (AChE) breaks down acetylcholine in neuromuscular junctions and brain synapses with a mass of about 65 kDa. Gli3 a zinc finger transcription factor weighing roughly 160 kDa is active mainly in the developing brain and limbs. Androgen receptor (AR) important for male sexual development weighs approximately 110 kDa and expresses mostly in male reproductive organs. Constitutive androstane receptor (CAR) a nuclear receptor with about 40 – 50 kDa expresses significantly in liver and intestine.

Biological function summary

These proteins engage in distinct yet sometimes overlapping roles. PR regulates expression of genes critical for female reproductive processes. AChE facilitates termination of synaptic transmission not existing as part of a larger protein complex. Gli3 functions in limb and central nervous system development often as part of the hedgehog signaling complex. AR modulates transcription of androgen-responsive genes playing a role in male characteristics and fertility. CAR activates detoxification pathways including metabolism of drugs and toxins in the liver.

Pathways

These proteins integrate into various important biological processes. PR participates in steroid hormone signaling pathways interacting with estrogen receptor. AChE is central to the cholinergic neurotransmission pathway connecting with nicotinic and muscarinic receptors. Gli3 associates with sonic hedgehog (Shh) pathway influencing limb patterning and brain structure alongside other Gli family members. AR involves in growth regulation pathways frequently intersecting with insulin-like growth factor 1 (IGF-1). CAR contributes to drug metabolism pathways working in conjunction with the pregnane X receptor (PXR).

Associated diseases and disorders

These proteins are linked to significant health concerns. PR abnormalities connect with breast cancer where estrogen receptor plays a central role. Defects in AChE relate to neuromuscular disorders like myasthenia gravis. Mutations in Gli3 may cause disorders such as Greig cephalopolysyndactyly syndrome often involving other Shh pathway proteins. Dysfunctional AR can lead to androgen insensitivity syndrome and prostate cancer with key links to genes regulating cell growth. CAR variations associate with liver diseases influencing response to drugs and environmental toxins with the PXR as a related factor.

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