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Cat. No.: HY-131724

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4-(Dodecylamino)phenol

Name: 4-(Dodecylamino)phenol
Brand: MedChemExpress
SKU: HY-131724
Availability: PreOrder

(Synonyms: p-DDAP; p-Dodecylaminophenol)

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.

CAS No.: 25848-37-7
Formula: C₁₈H₃₁NO
Molecular Weight:277.44

Storage:

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

Data Sheet (265 KB)

4-(Dodecylamino)phenol Chemical Structure

CAS No.: 25848-37-7

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

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]
HuCCT-1	IC₅₀	2 μM Compound: 1, 4-(dodecylamino)phenol	Cytotoxicity against human HuCCT1 cells Cytotoxicity against human HuCCT1 cells	[PMID: 23953690]
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]
MIA PaCa-2	IC₅₀	10 μM Compound: 1, 4-(dodecylamino)phenol	Cytotoxicity against human MIAPaCa2 cells Cytotoxicity against human MIAPaCa2 cells	[PMID: 23953690]

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.

Chemical Information

CAS No. 25848-37-7
Molecular Weight 277.44
Formula C₁₈H₃₁NO
SMILES

OC1=CC=C(NCCCCCCCCCCCC)C=C1
Synonyms

p-DDAP; p-Dodecylaminophenol
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

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (265 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
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]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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