Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

D2571

Sigma-Aldrich

DPPE hydrochloride

≥98% (HPLC)

Synonym(s):

BMS-217380-01, N,N-Diethyl-2-[4-(phenylmethyl) phenoxy]ethanamine hydrochloride, Tesmilifene hydrochloride, YMB1002, [2-(4-Benzyl-phenoxy)-ethyl]-diethyl-amine hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H25NO·HCl
CAS Number:
92981-78-7
Molecular Weight:
319.87
MDL number:
MFCD11114012
UNSPSC Code:
51111800
PubChem Substance ID:
329798745
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white

solubility

H2O: 16 mg/mL

storage temp.

2-8°C

SMILES string

Cl.CCN(CC)CCOc1ccc(Cc2ccccc2)cc1

InChI

1S/C19H25NO.ClH/c1-3-20(4-2)14-15-21-19-12-10-18(11-13-19)16-17-8-6-5-7-9-17;/h5-13H,3-4,14-16H2,1-2H3;1H

InChI key

TXLHNFOLHRXMAU-UHFFFAOYSA-N

Biochem/physiol Actions

DPPE is a potent, selective ligand of the microsomal anti-estrogen binding site. DPPE is a tamoxifen derivataive that binds with high affinity to the anti-estrogen binding site, but unlike tamoxifen, does not bind to the estrogen receptor. DPPE sensitizes MDR tumor cells to chemotherapy and also inhibits histamine binding at the intracellular histamine site.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Histidine decarboxylase and intracellular histamine in melanoma cells and in a T cell line.
A Falus et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 46 Suppl 1, S51-S52 (1997-03-01)
Mark Vincent
Medical hypotheses, 66(4), 715-731 (2006-01-18)
Tesmilifene is a novel potentiator of chemotherapy which, when added to doxorubicin, achieved an unexpected and very large survival advantage over doxorubicin alone in a randomized trial in advanced breast cancer. This trial was unusual in that the early endpoints
Jianhua Liu et al.
Breast cancer research and treatment, 100(3), 263-271 (2006-07-11)
DPPE (tesmilifene) plus doxorubicin (DOX) demonstrated a significant improvement in survival versus DOX in a phase III clinical trial in advanced breast cancer. However, DPPE is associated with unusual toxicity in the form of hallucinations, nausea and vomiting which were
L Németh et al.
European journal of pediatric surgery : official journal of Austrian Association of Pediatric Surgery ... [et al] = Zeitschrift fur Kinderchirurgie, 8(4), 216-219 (1998-10-23)
Resuscitation in pediatric emergency and some neurological interventions may result in ischemia reperfusion-induced cerebral injuries. Histamine is one of the well established mediators of cerebral swelling and H1- and H2-receptor antagonists could prevent the development of ischemic brain edema. In
W C Cramer et al.
General pharmacology, 30(2), 195-200 (1998-03-21)
1. We have investigated the ability of several compounds to diminish both infarct area and volume induced by middle cerebral artery occlusion in the mouse. 2. Lifarizine, ipsapirone and N,N-diethyl-2-[4-(phenylmethyl)phenoxy]ethanamine HCl (DPPE) all reduced both infarct area and volume. Ifenprodil
View All Related Papers

Articles

Nuclear Receptors (Steroids)

We offers many products related to Nuclear Receptors (Steroids) for your research needs.

Nuclear Receptors (Steroids)

We offers many products related to Nuclear Receptors (Steroids) for your research needs.

Nuclear Receptors (Steroids)

We offers many products related to Nuclear Receptors (Steroids) for your research needs.

Nuclear Receptors (Steroids)

We offers many products related to Nuclear Receptors (Steroids) for your research needs.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service