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ChemicalBook >> CAS DataBase List >>A77 1726

A77 1726

CAS No.
163451-81-8
Chemical Name:
A77 1726
Synonyms
Flucyamide;Leflunomide Impurity B;A77 1726 (Teriflunomide);2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (2Z)-;A 1726;HMR 1726;A77 1726;Teriflunomide(b);Teriflunomide (cGMP);Teriflunomide solution
CBNumber:
CB02486749
Molecular Formula:
C12H9F3N2O2
Molecular Weight:
270.21
MDL Number:
MFCD00910058
MOL File:
163451-81-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
Teriflunomide for assay European Pharmacopoeia (EP) Reference Standard Y0002253 50 mg $666
Teriflunomide CRS, European Pharmacopoeia (EP) Reference Standard Y0002247 15 mg $335
Teriflunomide ≥98% (HPLC) SML0936 10mg $81.1
Teriflunomidesolution 1?mg/mLinacetonitrile,certifiedreferencematerial,ampuleof1?mL T-122 1mL $139
Teriflunomide ≥98% (HPLC) SML0936 50mg $345
More product size

A77 1726 Properties

Melting point 229-232°C
Boiling point 410.8±45.0 °C(Predicted)
Density 1.424±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble5mg/mL, clear (warmed)
pka 5.20±0.50(Predicted)
form powder
color white to beige
λmax 203nm(MeOH)(lit.)
Merck 14,9165
Stability Hygroscopic
InChI InChI=1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
InChIKey UTNUDOFZCWSZMS-YFHOEESVSA-N
SMILES C(NC1=CC=C(C(F)(F)F)C=C1)(=O)/C(/C#N)=C(\O)/C
FDA UNII 1C058IKG3B
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H225-H302+H312+H332-H319
Precautionary statements  P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
HS Code  2926.90.4801
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

A77 1726 price More Price(92)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0002253 Teriflunomide for assay European Pharmacopoeia (EP) Reference Standard 163451-81-8 50 mg $666 2026-04-30 Buy
Sigma-Aldrich Y0002247 Teriflunomide CRS, European Pharmacopoeia (EP) Reference Standard 163451-81-8 15 mg $335 2026-04-30 Buy
Sigma-Aldrich SML0936 Teriflunomide ≥98% (HPLC) 163451-81-8 10mg $81.1 2026-04-30 Buy
Sigma-Aldrich T-122 Teriflunomidesolution 1?mg/mLinacetonitrile,certifiedreferencematerial,ampuleof1?mL 163451-81-8 1mL $139 2026-04-30 Buy
Sigma-Aldrich SML0936 Teriflunomide ≥98% (HPLC) 163451-81-8 50mg $345 2026-04-30 Buy
Product number Packaging Price Buy
Y0002253 50 mg $666 Buy
Y0002247 15 mg $335 Buy
SML0936 10mg $81.1 Buy
T-122 1mL $139 Buy
SML0936 50mg $345 Buy

A77 1726 Chemical Properties,Uses,Production

Description

A-771726 is an active metabolite of the prodrug leflunomide that inhibits dihydroorotate dehydrogenase (DHODH; IC50 = 0.23 μM). A-771726 inhibits the production of prostaglandin E2 (PGE2; ) in TNF-α- or IL-1α-stimulated isolated human synoviocytes (IC50s = 7 and 3 μM, respectively). It inhibits the proliferation of isolated human peripheral blood mononuclear cells (PBMCs) when used at concentrations of 25 and 100 μM. A-771726 (3 and 10 mg/kg) delays disease onset and decreases neurological deficits in a rat model of experimental autoimmune encephalomyelitis (EAE) induced by complete Freund’s adjuvant (CFA) and M. tuberculosis. Formulations containing teriflunomide have been used in the treatment of multiple sclerosis.

Description

In September 2012, the US FDA approved teriflunomide (also referred to as HMR-1726) as a therapy for patients with relapsing forms of multiple sclerosis (MS). Teriflunomide is the second approved oral treatment option for MS, after Gilenya which was approved in 2010. Teriflunomide, which is the active metabolite of leflunomide (a marketed drug for the treatment of rheumatoid and psoriatic arthritis), is a noncompetitive and selective inhibitor of dihydroorotate dehydrogenase (DHODH), the rate-limiting enzyme in the de novo synthesis of pyrimidines. Although the net effect of inhibition of DHODH by teriflunomide and its therapeutic effect in MS are not clear, it is hypothesized that by inhibiting de novo pyrimidine synthesis, the effector functions of activated lymphocytes are suppressed, thus dampening the effect of an overactive immune system.

Chemical Properties

White Solid

Originator

Genzyme (United States)

Uses

A-771726 is the active metabolite of leflunomide, a prodrug approved by the FDA for treatment of rheumatoid arthritis. A-771726 reversibly inhibits dihydroorotate dehydrogenase, the rate-limiting step in the de novo synthesis of pyrimidines. It prevents activated lymphocytes from accumulating sufficient pyrimidines to support DNA synthesis (IC50s = 0.09, 3.5, and 12.5 μM for rat, mouse, and human, respectively). At higher doses, A-771726 inhibits tyrosine kinases responsible for early T cell and B cell signaling in the G0/G1 phase of the cell cycle. A-771726 has also been shown to inhibit the production of prostaglandin E2 in synoviocytes activated by TNF-α and IL-1α (IC50s = 7 and 3 μM, respectively) as well as inhibit MMP-1 and IL-6 production at concentrations >10 μM.[Cayman Chemical]

Uses

Teriflunomide has been used as a dihydroorotate dehydrogenase (DHODH) inhibitor.

Uses

The active metabolite of Leflunomide, a potent disease-modifying antirheumatic drug used in the treatment of rheumatoid arthritis. LEF-M interferes with dendritic cell function.

Definition

ChEBI: An enamide obtained by formal condensation of the carboxy group of (2Z)-2-cyano-3-hydroxybut-2-enoic acid with the anilino group of 4-(trifluoromethyl)aniline. Used for the treatment of relapsing forms of multiple sclerosis and rheumatoid arthritis.

brand name

Aubagio

General Description

Teriflunomide, marketed under the trade name Aubagio, is the active metabolite of leflunomide, an immunosuppressive disease-modifying antirheumatic drug, used in active moderate-to-severe rheumatoid arthritis and psoriatic arthritis. An analytical reference standard for use in LC/MS or GC/MS applications including clinical and diagnostic testing such as therapeutic drug monitoring assays.

Biochem/physiol Actions

Teriflunomide is an orally available anti-inflammatory immunomodulator. It blocks the activity of dihydroorotate dehydrogenase, preventing pyrimidine synthesis and T and B cell proliferation and function. Teriflunomide has been used to treat rheumatoid arthritis and was recently approved for multiple sclerosis.

References

[1] yao h w, li j, chen j q, et al. a 771726, the active metabolite of leflunomide, inhibits tnf-α and il-1 from kupffer cells[j]. inflammation, 2004, 28(2): 97-103.
[2] breedveld f c, dayer j m. leflunomide: mode of action in the treatment of rheumatoid arthritis[j]. annals of the rheumatic diseases, 2000, 59(11): 841-849.
[3] burger d, begué‐pastor n, benavent s, et al. the active metabolite of leflunomide, a77 1726, inhibits the production of prostaglandin e2, matrix metalloproteinase 1 and interleukin 6 in human fibroblast‐like synoviocytes[j]. rheumatology, 2003, 42(1): 89-96.
[4] davis j p, cain g a, pitts w j, et al. the immunosuppressive metabolite of leflunomide is a potent inhibitor of human dihydroorotate dehydrogenase[j]. biochemistry, 1996, 35(4): 1270-1273.

A77 1726 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 269)Suppliers
Supplier Tel Email Country ProdList Advantage
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
+86-18600796368 sales@sjar-tech.com China 529 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29815 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14332 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19936 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58
Xi'an MC Biotech, Co., Ltd.
029-89275612 +8618991951683 mcbio_sales@163.com China 2251 58

View Lastest Price from A77 1726 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Teriflunomide pictures 2026-06-08 Teriflunomide
163451-81-8
1KG 98%min 1000KGS WUHAN FORTUNA CHEMICAL CO., LTD
teriflunomide pictures 2026-06-03 teriflunomide
163451-81-8
1kg 99% up by HPLC 20tons Sinoway Industrial co., ltd.
Teriflunomide pictures 2026-06-02 Teriflunomide
163451-81-8
$58.00-148.00 99.99% 10g TargetMol Chemicals Inc.
  • teriflunomide pictures
  • teriflunomide
    163451-81-8
  • 99% up by HPLC
  • Sinoway Industrial co., ltd.
  • Teriflunomide pictures
  • Teriflunomide
    163451-81-8
  • $58.00-148.00
  • 99.99%
  • TargetMol Chemicals Inc.

A77 1726 Spectrum

A 1726 HMR 1726 (Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-butenamide LeflunoMide EP IMpurity B Leflunomide Impurity 2(Leflunomide EP Impurity B) A-771726;A 771726;A771726 A-771726;A 77-1726;A771726;HMR-1726 (2Z)-2-Cyano-3-hydroxy-N-[4-(triflu Teriflunomide(b) Leflunomide EP Impurity B (Teriflunomide) Leflunomide EP Impurity B/ Leflunomide Related Compound B Teriflunomide (cGMP) Leflunomide impurities1341 TeriflunomideQ: What is Teriflunomide Q: What is the CAS Number of Teriflunomide Q: What is the storage condition of Teriflunomide Q: What are the applications of Teriflunomide A77 1726 (Teriflunomide) Flucyamide 2-Butenamide, 2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-, (2Z)- LeflunomideEPImpurityB-d4 A77 1726 Leflunomide EP Impurity B Leflunomide USP RC B (2Z)-2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide (Teriflunomide) Teriflunomide, 10 mM in DMSO Teriflunomide solution Leflunomide EP Impurity B (Leflunomide USP Related Compound B, Teriflunomide) Teriflunomide (Standard) Leflunomide Impurity B 163451-81-8 204395-49-4 Metabolites & Impurities Tyrosine Kinase Inhibitors
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