Description Uses Biochemical Actions In vitro In vivo DIFFERENTIATION REPROGRAMMING CANCER RESEARCH
ChemicalBook > CAS DataBase List > TTNPB (Arotinoid Acid)

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

  1. 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.).
  2. 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.
  3. It does not act on retinoid X receptors and weakly agonizes farnesoid X receptor (EC50 > 1 µM).
  4. 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

  1. 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.).
  2. 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

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.

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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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:


  • (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
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  • 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
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  • 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
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  • 4-[(E)-2-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)prop-1-enyl]benzoic acid
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  • arotinoicacid
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  • p-((e)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl)benzoic
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  • TETRAHYDROTETRAMETHYLNAPHTHALENYLPROPENYLBENZOICACID
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  • AGN-191183
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