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Merck
CN

D2571

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

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About This Item

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

Key Documents

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Product Name

DPPE hydrochloride, ≥98% (HPLC)

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

SMILES string

Cl.CCN(CC)CCOc1ccc(Cc2ccccc2)cc1

InChI key

TXLHNFOLHRXMAU-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white

solubility

H2O: 16 mg/mL

storage temp.

2-8°C

Quality Level

100

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.

Biochem/physiol Actions

DPPE is a potent, selective ligand of the microsomal anti-estrogen binding site.
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.

Storage Class

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
020M4605

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Combined effects of cisplatin and N,N-diethyl-2-[4-(phenylmethyl)phenoxy] ethanamine HCl on the growth of human ovarian cancer xenografts in nude mice.
H Hiramatsu et al.
European journal of cancer (Oxford, England : 1990), 33(11), 1904-1905 (1998-02-21)
J A Jones et al.
Cancer research, 57(13), 2657-2660 (1997-07-01)
We have demonstrated previously that cisplatin (DDP) and tamoxifen (TAM) act synergistically to kill human melanoma T-289 cells, and that the observed synergy is lost in the 3-fold TAM-resistant subline, 289/TAM6. We have identified the intracellular antiestrogen-binding sites (AEBSs), defined
Lorne J Brandes
Human & experimental toxicology, 27(2), 143-147 (2008-05-16)
N,N-diethyl-2-[4-(phenylmethyl) phenoxy] ethanamine (DPPE; tesmilifene) is a novel anti-histaminic and chemopotentiating agent that has a hormetic effect on DNA synthesis in MCF (Michigan Cancer Foundation)-7 human breast cancer cells in vitro and stimulates the growth of experimental tumors in rodents.
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
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