4-(Dodecylamino)phenol (Synonyms: p-DDAP; p-Dodecylaminophenol)

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4-(Dodecylamino)phenol (p-DDAP) is an anticancer agent. 4-(Dodecylamino)phenol has anti-tumor activity and can suppress proliferation, arrest the cell cycle and induce apoptotic cell death. 4-(Dodecylamino)phenol can be used for the research of cancer, such as prostate cancer.

For research use only. We do not sell to patients.

4-(Dodecylamino)phenol Chemical Structure

CAS No. : 25848-37-7

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Description

Cellular Effect

Cell Line	Type	Value	Description	References
HT-1080	IC₅₀	> 10 μM Compound: 1, 4-(dodecylamino)phenol	Reduction of proMMP2 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis Reduction of proMMP2 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis	[PMID: 23953690]
HT-1080	IC₅₀	0.7 μM Compound: 1, 4-(dodecylamino)phenol	Reduction of MMP9 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis Reduction of MMP9 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis	[PMID: 23953690]
HT-1080	IC₅₀	0.9 μM Compound: 1, 4-(dodecylamino)phenol	Reduction of proMMP9 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis Reduction of proMMP9 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis	[PMID: 23953690]
HT-1080	IC₅₀	1 μM Compound: 1, 4-(dodecylamino)phenol	Cytotoxicity against human HT1080 cells assessed as growth inhibition after 72 hrs by trypan blue dye exclusion assay Cytotoxicity against human HT1080 cells assessed as growth inhibition after 72 hrs by trypan blue dye exclusion assay	[PMID: 23953690]
HT-1080	IC₅₀	2.4 μM Compound: 1, 4-(dodecylamino)phenol	Reduction of MMP2 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis Reduction of MMP2 level in human HT1080 cells after 24 to 72 hrs by gelatin zymography analysis	[PMID: 23953690]
HuCCT-1	IC₅₀	2 μM Compound: 1	Cytotoxicity against human HuCCT1 cells after 72 hrs by MTT assay Cytotoxicity against human HuCCT1 cells after 72 hrs by MTT assay	[PMID: 22440084]
MIA PaCa-2	IC₅₀	10 μM Compound: 1	Cytotoxicity against human MIAPaCa2 cells after 72 hrs by MTT assay Cytotoxicity against human MIAPaCa2 cells after 72 hrs by MTT assay	[PMID: 22440084]

In Vitro

4-(Dodecylamino)phenol (p-DDAP) (0-10 μM; 72 h) induces growth arrest in NB-39-nu cells^[1].
p-DDAP (0.1, 0.2, 0.4, 10 μM; ) arrestes the cell cycle in the G0/G1 phase in dose-dependent manner^[1].
p-DDAP (0.2 μM; 48 h) induces apoptotosis without differentiation^[1].
p-DDAP (0.2, 0.4, 1 μM; 24 h, 72 h) induces apoptotic cell death through bcl-2 down-regulation and caspases activation^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[1]

Cell Line:	NB-39-nu cells
Concentration:	0-10 μM
Incubation Time:	72 h
Result:	Showed potent growth inhibitory effects against NB-39-nu cells.

Cell Cycle Analysis^[1]

Cell Line:	NB-39-nu cells
Concentration:	0.1, 0.2, 0.4, 10 μM
Incubation Time:	24 h
Result:	Induced G0/G1-phase arrest in NB-39-nucells.

Apoptosis Analysis^[1]

Cell Line:	NB-39-nu cells
Concentration:	0.2 μM
Incubation Time:	48 h
Result:	Induced G0/G1-phase arrest, displayed morphological apoptotic features, including aggregation and nuclear fragmentation in NB-39-nu cells.

In Vivo

4-(Dodecylamino)phenol (p-DDAP) (10, 15, 40 mg/kg; i.v., daily, for 2 weeks or i.p., single) exhibits excellent anticancer efficacy against hormonal independent prostate cancer in vivo^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Specific pathogen-free athymic BALB/c nu/nu nude mice (6 weeks of age, male)^[2]
Dosage:	10, 15, 40 mg/kg
Administration:	i.v., daily, for 2 weeks or i.p., single
Result:	Suppressed tumor growth in PC-3-implanted mice in vivo.

Molecular Weight

277.44

Formula

C₁₈H₃₁NO

CAS No.

25848-37-7

SMILES

OC1=CC=C(NCCCCCCCCCCCC)C=C1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Noriko Takahashi, et al. The anti-tumor agent, p-DDAP potently suppresses proliferation through apoptosis in human neuroblastoma NB-39-nu cells. Cancer Lett [Content Brief]

4-(Dodecylamino)phenol Related Classifications

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This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

4-(Dodecylamino)phenol25848-37-7p-DDAP p-DodecylaminophenolApoptosisanti-tumoranticancerproliferationcell cycleapoptoticprostate cancerInhibitorinhibitorinhibit

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