MedKoo Cat#: 574495 | Name: ACHP free base
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

ACHP is an IκB kinase inhibitor that inhibits DNA binding activity of NF-κB, blocks NF-κB pathway in multiple myeloma cell lines, and induces cell growth arrest and apoptosis. It also inhibits STAT3 signaling in NSCLC in vitro.

Chemical Structure

ACHP free base
ACHP free base
CAS#406208-42-2 (free base)

Theoretical Analysis

MedKoo Cat#: 574495

Name: ACHP free base

CAS#: 406208-42-2 (free base)

Chemical Formula: C21H24N4O2

Exact Mass: 364.1899

Molecular Weight: 364.45

Elemental Analysis: C, 69.21; H, 6.64; N, 15.37; O, 8.78

Price and Availability

Size Price Availability Quantity
5mg USD 90.00 Ready to ship
10mg USD 150.00 Ready to ship
25mg USD 250.00 Ready to ship
50mg USD 450.00 Ready to ship
100mg USD 750.00 Ready to ship
200mg USD 1,250.00 Ready to ship
500mg USD 2,650.00 Ready to ship
1g USD 3,650.00 2 Weeks
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Synonym
ACHP; ACHP free base;
IUPAC/Chemical Name
2-Amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-(4-piperidinyl)-3-pyridinecarbonitrile
InChi Key
DYVFBWXIOCLHPP-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H24N4O2/c22-11-16-15(14-6-8-24-9-7-14)10-17(25-21(16)23)20-18(26)2-1-3-19(20)27-12-13-4-5-13/h1-3,10,13-14,24,26H,4-9,12H2,(H2,23,25)
SMILES Code
N#CC1=C(C2CCNCC2)C=C(C3=C(O)C=CC=C3OCC4CC4)N=C1N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Biological target:
IKK-β 8.5 nM (IC50); IKK-α, 250 nM (IC50)
In vitro activity:
In vitro experiments suggested that ACHP decreased the cell viability and inhibited the phosphorylation of STAT3 on Tyr705 of NSCLC cells. In addition, ACHP imparted inhibitory activity on the constitutive activation of upstream protein tyrosine kinases, including JAK1, JAK2, and Src. Reference: Lee JH, Mohan CD, Basappa S, Rangappa S, Chinnathambi A, Alahmadi TA, Alharbi SA, Kumar AP, Sethi G, Ahn KS, Rangappa KS. The IκB Kinase Inhibitor ACHP Targets the STAT3 Signaling Pathway in Human Non-Small Cell Lung Carcinoma Cells. Biomolecules. 2019 Dec 13;9(12):875. doi: 10.3390/biom9120875. PMID: 31847229; PMCID: PMC6995615.
In vivo activity:
An in vivo antitumor experiment on A549-xenograft tumor model showed that VAAP (an ACHP derivative) dispersed in Tween 80 or loaded in PEG-PCL nanoparticles had long blood circulation times and thereby high accumulation in tumors and exerted a significant in vivo inhibitory effect on tumor growth with low systemic toxicity. Reference: Yang J, Sun X, Mao W, Sui M, Tang J, Shen Y. Conjugate of Pt(IV)-histone deacetylase inhibitor as a prodrug for cancer chemotherapy. Mol Pharm. 2012 Oct 1;9(10):2793-800. doi: 10.1021/mp200597r. Epub 2012 Sep 20. PMID: 22953987.
Solvent mg/mL mM
Solubility
DMSO 0.0 20.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 364.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
1: Lee JH, Mohan CD, Basappa S, Rangappa S, Chinnathambi A, Alahmadi TA, Alharbi SA, Kumar AP, Sethi G, Ahn KS, Rangappa KS. The IκB Kinase Inhibitor ACHP Targets the STAT3 Signaling Pathway in Human Non-Small Cell Lung Carcinoma Cells. Biomolecules. 2019 Dec 13;9(12):875. doi: 10.3390/biom9120875. PMID: 31847229; PMCID: PMC6995615. 2: Li M, Zhao J, Jia L. USP14-mediated IκBα degradation exacerbates NF-κB activation and IL-1β-stimulated chondrocyte dedifferentiation. Life Sci. 2019 Feb 1;218:147-152. doi: 10.1016/j.lfs.2018.12.014. Epub 2018 Dec 11. PMID: 30550885.
In vivo protocol:
1: Yang J, Sun X, Mao W, Sui M, Tang J, Shen Y. Conjugate of Pt(IV)-histone deacetylase inhibitor as a prodrug for cancer chemotherapy. Mol Pharm. 2012 Oct 1;9(10):2793-800. doi: 10.1021/mp200597r. Epub 2012 Sep 20. PMID: 22953987.