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Merck
CN

SML0141

Trilostane

≥98% (HPLC), 3β-hydroxysteroid dehydrogenase inhibitor, powder

别名:

(4α,5α,17β)-3,17-dihydroxy-4,5-epoxyandrost-2-ene-2-carbonitrile

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关于此项目

经验公式(希尔记法):
C20H27NO3
化学文摘社编号:
分子量:
329.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
237-133-0
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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产品名称

Trilostane, ≥98% (HPLC)

InChI key

KVJXBPDAXMEYOA-CXANFOAXSA-N

InChI

1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1

SMILES string

C[C@]12CC[C@H]3[C@@H](CC[C@@]45O[C@@H]4C(O)=C(C[C@]35C)C#N)[C@@H]1CC[C@@H]2O

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥17 mg/mL

storage temp.

2-8°C

Quality Level

Gene Information

human ... HSD3B2(3284)

General description

Trilostane inhibits the production of adrenal steroids, such as cortisol and aldosterone. It is used to treat aldosteronism.

Application

Trilostane has been used to evaluate its capability to regulate the sex-dependent differences in the lipopolysaccharide (LPS)-induced inflammatory responses of astrocytes.
Trilostane was used to inhibit the activity of 3β-hydroxysteroid dehydrogenase in mouse ovary.

Biochem/physiol Actions

Inhibitor of 3 β-hydroxysteroid dehydrogenase
Trilostane is an inhibitor of 3 β-hydroxysteroid dehydrogenase (3-β-HSD or delta 5-delta 4-isomerase), an essential enzyme for the biosynthesis of all classes of hormonal steroids. It has been used in the treatment of Cushing′s syndrome for stopping the production of cortisol, and is currently approved for dogs in the US, but is still a human drug in the UK and other countries. It is being investigated as a possible treatment for both breast cancer and prostate cancer to prevent the synthesis of estrogens and androgens from endogenous precursors. It has also been used to inhibit endogenous production of progesterone in research studies.

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.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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Sex-Mediated Differences in LPS Induced Alterations of TNFalpha, IL-10 Expression, and Prostaglandin Synthesis in Primary Astrocytes
Chistyakov D ,et al.
International Journal of Molecular Sciences, 19(9), 2793-2793 (2018)
J de Gier et al.
Theriogenology, 75(7), 1271-1279 (2011-02-08)
Interference with the pregnancy-maintaining influence of progesterone is the basis of most methods for termination of unwanted pregnancy in dogs. The currently available methods are based on induction of luteolysis or blocking of the progesterone receptor. Inhibition of progesterone synthesis
Chiemi Miura et al.
Reproduction (Cambridge, England), 142(6), 869-877 (2011-10-07)
Gh plays important roles in development, somatic growth and gametogenesis in vertebrates. To determine the physiological role of Gh in reproduction in male teleosts, the expression of genes encoding Gh and the two Gh receptors (Ghrs) during spermatogenesis, and the
Emily Cross et al.
Topics in companion animal medicine, 27(1), 8-20 (2012-09-11)
A 12-year-old female spayed domestic short-haired cat presented for lethargy, poor hair coat, alopecia, difficulty walking, and mild polyuria/polydipsia. The cat's skin tore easily in the neck area during routine restraint for blood draw. Physical examination, blood analysis, and ultrasound
J R Helm et al.
Journal of veterinary internal medicine, 25(2), 251-260 (2011-03-01)
Trilostane is a recognized treatment for canine pituitary-dependent hyperadrenocorticism (PDH); however, its efficacy in dogs with adrenal-dependent hyperadrenocorticism (ADH) is unknown. To examine factors that might influence survival in the medical management of ADH, with particular emphasis on treatment selection.

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