TTNPB (Arotinoid Acid)

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TTNPB (Arotinoid Acid)

Description Uses Biochemical Actions In vitro In vivo DIFFERENTIATION REPROGRAMMING CANCER RESEARCH

Product Name: TTNPB (Arotinoid Acid)
CAS No.: 71441-28-6
Chemical Name: TTNPB (Arotinoid Acid)
Synonyms: TTNPB;CS-1005;RO 13-7410;AGN-191183;(e)-openyl);arotinoicacid;yl)benzoicacid;AROTINOID ACID;4-[(E)-2-(1,1,4,4;Ro 13-7410,AGN-191183
CBNumber: CB1681279
Molecular Formula: C24H28O2
Formula Weight: 348.48
MOL File: 71441-28-6.mol

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TTNPB (Arotinoid Acid) Property

Melting point:: 242 °C
Boiling point:: 422.83°C (rough estimate)
Density: 1.0932 (rough estimate)
refractive index: 1.4480 (estimate)
storage temp.: -20°C
solubility: chloroform/methanol: soluble9.80 - 10.20 mg/mL, clear, colorless to light yellow
form: White solid
pka: 4.28±0.10(Predicted)
color: White to Almost white
InChIKey: FOIVPCKZDPCJJY-JQIJEIRASA-N
CAS DataBase Reference: 71441-28-6

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Safety

Hazard Codes: T
Risk Statements: 60-61-36/37/38
Safety Statements: 53-26-36/37/39-45
WGK Germany: 3
RTECS: DH6834900
HS Code: 2916.39.7900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H360May damage fertility or the unborn child

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T3757
Product name: TTNPB
Packaging: 10mg
Price: $258
Updated: 2024/03/01

Sigma-Aldrich

Product number: 654085
Product name: TTNPB
Packaging: 10mg
Price: $517
Updated: 2024/03/01

TCI Chemical

Product number: T3842
Product name: TTNPB
Packaging: 5MG
Price: $95
Updated: 2024/03/01

TCI Chemical

Product number: T3842
Product name: TTNPB
Packaging: 25MG
Price: $285
Updated: 2024/03/01

Cayman Chemical

Product number: 16144
Product name: TTNPB
Purity: ≥98%
Packaging: 1mg
Price: $44
Updated: 2024/03/01

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TTNPB (Arotinoid Acid) Chemical Properties,Usage,Production

Description

TTNPB (Arotinoid Acid) is a potent RAR agonist, and inhibits binding of [3H]tRA with IC50 of 5.1 nM, 4.5 nM, and 9.3 nM for human RARα, β, and γ, respectively.

Uses

TTNPB is an analog of retinoic acid that potently and selectively activates retinoic acid receptors (RAR; EC50 = 21, 4, and 2.4 nM for RARα, RARβ, and RARγ, respectively; Beard et al.; Wong et al.).
TTNPB has been used for transcriptional assays in 293T cells. It has also been used as a RAR-agonist in cultured human cord blood CD34+CD38-lin- cells.
It does not act on retinoid X receptors and weakly agonizes farnesoid X receptor (EC50 > 1 µM).
TTNPB is used to study RAR action in diverse processes, including epidermal cell proliferation, embryogenesis, and stem cell differentiation.

Biochemical Actions

Selective and highly potent retinoic acid analog with affinity for retinoic acid receptors (RAR) α, β, and γ, which are nuclear transcription factors. Produces ligand-activated transcription of genes that possess retinoic acid responsive elements.

In vitro

TTNPB binds to nuclear retinoic acid receptors with high affinity, inhibits binding of [3H]tRA with IC50 of 3.8 nM, 4.0 nM, and 4.5 nM for mRARα, β, and γ, respectively. TTNPB increases transcriptional activation of Mouse RARs in JEG-3 cells after 72 h using conditioned media with EC50 of 2.0 nM, 1.1 nM and 0.8 nM for mRARα, β, and γ, respectively. TTNPB inhibits the growth of normal human mammary epithelial cells (HMECs) and estrogen receptor-positive (ER-positive) breast cancer cells by inducing G1 cell cycle blockade. TTNPB causes a concentration-dependent decrease in ES-D3 cell differentiation.

In vivo

TTNPB (0.25 mg/kg) causes growth inhibition in both MXT-HS and MXT-HI models by inducing cell apoptosis.

DIFFERENTIATION

In combination with CHIR99021 or Activin A, induces intermediate mesoderm formation from human or mouse pluripotent stem cells, respectively (Araoka et al.; Oeda et al.).
Promotes neuronal differentiation in cultured chick caudal neural plate explants (Diez del Corral et al.).

REPROGRAMMING

Enables chemical reprogramming (without genetic factors) of mouse embryonic fibroblasts to induced pluripotent stem (iPS) cells, in combination with CHIR99021, Tranylcypromine, Valproic Acid, 3-Deazaneplanocin A, and E-616452 (Hou et al.).

CANCER RESEARCH

Induces the in vitro growth and differentiation to granulocytes of myeloid progenitors isolated from myelodysplastic syndrome (MDS) patients (Fabian et al.).

Uses

TTNPB is an analog of retinoic acid that potently and selectively activates retinoic acid receptors.

Definition

ChEBI: A retinoid that consists of benzoic acid substituted at position 4 by a 2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl group. It is a synthetic retinoid that acts as a selective agonist for the retinoic acid receptors (RAR).

Biological Activity

Extremely potent analog of retinoic acid, selective for the retinoic acid receptor (RAR) subtype.

Biochem/physiol Actions

Safety Profile

An experimental teratogen. Otherexperimental reproductive effects. When heated todecomposition it emits acrid smoke and irritating fumes.

storage

Desiccate at -20°C

References

[1] pignatello m a, kauffman f c, levin a a. multiple factors contribute to the toxicity of the aromatic retinoid, ttnpb (ro 13-7410): binding affinities and disposition. toxicology and applied pharmacology, 1997, 142(2): 319-327.

TTNPB (Arotinoid Acid) Preparation Products And Raw materials

Raw materials

Preparation Products

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TTNPB (Arotinoid Acid) Suppliers

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View Lastest Price from TTNPB (Arotinoid Acid) manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: TTNPB (Arotinoid Acid) 71441-28-6
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%
Supply Ability: 2000tons
Release date: 2019-12-31

Career Henan Chemical Co

Product: TTNPB (Arotinoid Acid) 71441-28-6
Price: US $8.00/KG
Min. Order: 1g
Purity: ＞98% HPLC
Supply Ability: kg--ton
Release date: 2020-02-20

71441-28-6, TTNPB (Arotinoid Acid)Related Search:

TTP 22 TTK21 Belizatinib 4-[2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl)-benzoicacid 4-TERT-BUTYLSTYRENE Temarotene 1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene 4-Vinylbenzoic acid 4,4'-DIMETHYL-TRANS-STILBENE 1,1,4,4,6-Pentamethyl-1,2,3,4-tetrahydronaphthalene TTNPB (Arotinoid Acid) 4-FORMYL-TRANS-STILBENE TRANS-4-STILBENEMETHANOL 3-Methyl-TTNPB SMR 6 SMR 2 methylarotinoid arotinoic methanol

(E)-4-(2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propen-1-yl)benzoic acid

(E)-4-(2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid

RO 13-7410

TTNPB

(e)-openyl)

6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propen-1-(e)-4-(2-(

(E)-4-(2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-napthalenyl)-1-propenyl) benzoic acid

4-(2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthenyl)-1E-propen-1-yl)benzoic acid

Benzoic acid, 4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)-, (E)-

Benzoic acid, 4-[(1E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propen-1-yl]-

Ro 13-7410,AGN-191183

TTNPB (Arotinoid Acid)

4-[(1E)-2-(5,6,7,8-Tetrahydro-5,5,8,8-Tetramethyl-2-Naphthalenyl)-1-Propen-1-Yl]-Benzoic Acid TTNPB

4-[(1E)-2-(5,6,7,8-Tetrahydro-5,5,8,8-Tetramethyl-2-Naphthalenyl)-1-Propen-1-Yl]-Benzoic Acid 4-[2-(5,5,8,8-Tetramethyl-6,7-Dihydronaphthalen-2-Yl)Prop-1-Enyl]Benzoic Acid

4-[(E)-2-(1,1,4,4

4-[2-(1,1,4,4-Tetramethyltetralin-6-Yl)Prop-1-Enyl]Benzoic Acid

4-[(E)-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)prop-1-enyl]benzoic acid

(E)-4-(2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl)benzoic acid

arotinoicacid

benzoicacid,4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-pr

p-((e)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl)benzoic

yl)benzoicacid

AROTINOID ACID

4-[(E)-2-(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)-1-PROPENYL] BENZOIC ACID

4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid

TETRAHYDROTETRAMETHYLNAPHTHALENYLPROPENYLBENZOICACID

Arotinoid acid, 4-[(E)-2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzoic acid

4-[(E)-2-(1,1,4,4-Tetramethyltetralin-6-yl)-1-propenyl]benzoic acid

4-[(E)-2-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphthalen)-2-yl]-1-propenyl]benzoic acid

AGN-191183

RO 13-7410; AROTINOID ACID; AGN191183; RO 13-7410;AGN-191183

CS-1005

TTNPB - CAS 71441-28-6 - Calbiochem

RO 13-7410;AROTINOID ACID;AGN191183;AGN-191183

TTNPB (Arotinoid Acid) USP/EP/BP

71441-28-6

Gene Regulation and Expression

PPAR and RXR Regulators

Cell Signaling and Neuroscience

Cell Biology

BioChemical

Inhibitors

pharmaceuticam intermediate

Intracellular receptor