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SR3335

Product Name
SR3335
CAS No.
293753-05-6
Chemical Name
SR3335
Synonyms
ML-176;SR3335;SR3335;ML176;ML-176;SR-3335;SR3335, 10 mM in DMSO;ML-176;SR 3335;SR-3335;ML176;ML 176;SR3335;ML-176;SR 3335;SR-3335;ML176;ML 176;SR 3335 (This product is only available in Japan.);N-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)phenyl]thiophene-2-sulfonamide;N-[4-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-2-thiophenesulfonamide
CBNumber
CB12628427
Molecular Formula
C13H9F6NO3S2
Formula Weight
405.3358792
MOL File
293753-05-6.mol
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SR3335 Property

storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
insoluble in H2O; ≥87.4 mg/mL in EtOH; ≥88.8 mg/mL in DMSO
form 
solid
color 
White to off-white
InChI
InChI=1S/C13H9F6NO3S2/c14-12(15,16)11(21,13(17,18)19)8-3-5-9(6-4-8)20-25(22,23)10-2-1-7-24-10/h1-7,20-21H
InChIKey
LZWUNZRMANFRAO-UHFFFAOYSA-N
SMILES
C1(S(NC2=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C2)(=O)=O)SC=CC=1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2820
Product name
SR3335
Purity
≥98% (HPLC)
Packaging
5MG
Price
$83.93
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2820
Product name
SR3335
Purity
≥98% (HPLC)
Packaging
25MG
Price
$392
Updated
2025/07/31
Cayman Chemical
Product number
12072
Product name
SR 3335
Purity
≥95%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
12072
Product name
SR 3335
Purity
≥95%
Packaging
5mg
Price
$106
Updated
2024/03/01
Cayman Chemical
Product number
12072
Product name
SR 3335
Purity
≥95%
Packaging
10mg
Price
$186
Updated
2024/03/01
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SR3335 Chemical Properties,Usage,Production

Description

The retinoic acid receptor-related receptors (RORs) are orphan nuclear receptors with diverse putative roles. SR 3335 is a selective inverse agonist of RORα, competitively inhibiting the binding of 25-hydroxycholesterol to the ligand binding domain (Ki = 220 nM) and inhibiting constitutive transactivation activity (IC50 = 480 nM). It is without effect on RORβ, RORγ, farnesoid X receptor, or liver X receptor α. SR 3335 evokes RORα-dependent effects both in vitro and in vivo, altering gene expression as well as gluconeogenesis.

Uses

SR3335 (ML 176) is a selective RORα inverse agonist that directly binds to RORα with a Ki of 220 nM[1][2].

Definition

ChEBI: N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-2-thiophenesulfonamide is a sulfonamide.

Synthesis

16629-19-9

722-92-9

293753-05-6

Under argon protection, 4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline (A) (1.5 M THF solution, 128 μL, 0.193 mmol) was dissolved in acetone (643 μL). Subsequently, 2,6-dimethylpyridine (29 μL, 0.251 mmol) and 2-thiophenesulfonyl chloride (0.193 mmol) were added sequentially and the reaction was carried out at room temperature. The reaction mixture was heated to 80 °C for 1 day. After completion of the reaction, it was cooled to room temperature and diluted with ethyl acetate (EtOAc) and saturated sodium bicarbonate (NaHCO3) solution. The aqueous phase was extracted twice with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated. The crude product was purified by silica gel column chromatography using hexane/ethyl acetate (7/3) as eluent to afford the target product N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-2-thiophene-sulfonamide (SR3335) as a white powder in 48 mg (62% yield). The compound has a CAS number of 2937-53-05-6 and is known in the literature and commercially available.

in vivo

SR3335 displays reasonable exposure following an i.p. injection into mice. The ability of SR3335 is assessed to suppress gluconeogenesis using a diet-induced obesity (DIO) mouse model where the mice where treated with 15 mg/kg b.i.d., i.p. for 6-days followed by a pyruvate tolerance test. SR3335 treated mice displays lower plasma glucose levels following the pyruvate challenge consistent with suppression of gluconeogenesis. Importantly, mice treated with SR3335 displayed no difference in body weight or food intake after 7-days of treatment with SR3335[1].
SR3335 (15 mg/kg/day; ip for 7 days) reduces rhinovirus (RV)-induced lung ILC2s in immature mice (RV infection of 6-day-old BALB/c mice)[3].

target

RORα

References

[1] Kumar N, et al. Identification of SR3335 (ML-176): a synthetic RORα selective inverse agonist. ACS Chem Biol. 2011 Mar 18;6(3):218-22. DOI:10.1021/cb1002762
[2] Rajput C, et al. RORα-dependent type 2 innate lymphoid cells are required and sufficient for mucous metaplasia in immature mice. Am J Physiol Lung Cell Mol Physiol. 2017;312(6):L983-L993. DOI:10.1152/ajplung.00368.2016

SR3335 Preparation Products And Raw materials

Raw materials

Preparation Products

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SR3335 Suppliers

China 89 India 1 Japan 1 United States 11 Global 102
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
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58
Shanghai Xiannuo Biotechnology Co., Ltd.
Tel
021-50718719 13918719472
Fax
021-50718719
Country
China
ProdList
979
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58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Fax
021-50323701
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
25003
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65
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9546
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55
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
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4861
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58
ShangHai KenEn Chemical Technology Co., Ltd.
Tel
13120367189
Fax
021-50315529
Email
mychess007@163.com
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China
ProdList
1994
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55
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
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China
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2990
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60
LETOPHARM LIMITED
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+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
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2384
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View Lastest Price from SR3335 manufacturers

Career Henan Chemical Co
Product
SR3335 293753-05-6
Price
US $9.80/KG
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2019-12-21

293753-05-6, SR3335Related Search:


  • SR3335
  • SR3335,Thiophene-2-sulfonic acid [4-(2,2,2-trifluoro-1-hydroxy-1-trifluoroMethyl-ethyl)-phenyl]-aMide
  • ML-176
  • N-[4-[2,2,2-Trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-2-thiophenesulfonamide
  • hiophene-2-sulfonic acid [4-(2,2,2-trifluoro-1-hydroxy-1-trifluoroMethyl-ethyl)-phenyl]-aMide
  • ML-176;SR-3335
  • SR3335;ML-176;SR 3335;SR-3335;ML176;ML 176
  • SR3335;ML176
  • SR 3335 (This product is only available in Japan.)
  • Thiophene-2-sulfonic acid [4-(2,2,2-trifluoro-1-hydroxy-1-trifluoroMethyl-ethyl)-phenyl]-aMide
  • ML-176;SR 3335;SR-3335;ML176;ML 176
  • 2-Thiophenesulfonamide, N-[4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]-
  • N-[4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)phenyl]thiophene-2-sulfonamide
  • SR3335, 10 mM in DMSO
  • 293753-05-6
  • C13H9F6NO3S2