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Avagacestat (BMS-708163)

Avagacestat (BMS-708163) Structure
Avagacestat (BMS-708163) structure
CAS No.
1146699-66-2
Chemical Name:
Avagacestat (BMS-708163)
Synonyms
Avagacestat;BMS-708163;CS-262;BMS-708163, >=98%;BMS708163;BMS 708163;Avagacestat (BMS-708163);BMS-708163 (Avagacestat);Avagacestat, 10 mM in DMSO;BMS708163;BMS 708163;AVAGACESTAT;Avagacestat BMS-708163 BMS708163
CBNumber:
CB32470907
Molecular Formula:
C20H17ClF4N4O4S
Molecular Weight:
520.89
MDL Number:
MFCD13195458
MOL File:
1146699-66-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-28 08:09:02
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Avagacestat (BMS-708163) Properties

Boiling point 652.258±65.00 °C(Press: 760.00 Torr)(predicted)
Density 1.488
storage temp. Store at -20°C
solubility insoluble in H2O; ≥177.6 mg/mL in DMSO; ≥47.6 mg/mL in EtOH with ultrasonic
form Powder
pka 14.970±0.50(predicted)
color White to off-white
InChIKey XEAOPVUAMONVLA-QGZVFWFLSA-N
SMILES NC([C@@H](CCC(F)(F)F)N(S(C1=CC=C(Cl)C=C1)(=O)=O)CC2=C(F)C=C(C3=NOC=N3)C=C2)=O
FDA UNII TQ44WWY45Q
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
target organs Respiratory system
WGK Germany  WGK 3
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

Avagacestat (BMS-708163) price More Price(60)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 16711 Avagacestat ≥98% 1146699-66-2 1mg $49 2026-04-30 Buy
Cayman Chemical 16711 Avagacestat ≥98% 1146699-66-2 5mg $213 2026-04-30 Buy
Cayman Chemical 16711 Avagacestat ≥98% 1146699-66-2 10mg $376 2026-04-30 Buy
Usbiological 474079 BMS 708163 1146699-66-2 100mg $2229 2026-06-03 Buy
TRC TRC-C379830-5MG (R)-2-[[4-chlorophenyl)sulfonyl][[2-fluoro-4-(1,2,4-oxadiazol-3-yl)phenyl]methyl]amino]-5,5,5-trifluoropentanamide 1146699-66-2 5mg $193 2026-06-03 Buy
Product number Packaging Price Buy
16711 1mg $49 Buy
16711 5mg $213 Buy
16711 10mg $376 Buy
474079 100mg $2229 Buy
TRC-C379830-5MG 5mg $193 Buy

Avagacestat (BMS-708163) Chemical Properties, Uses, Production

Uses

Avagacestat acts as a γ-secretase inhibitor allowing for treatment of ALzheimer’s disease. On addition it has seen uses targeting embryonic signaling pathways, which control stem cell and cellular development process in cancer therapy.

Definition

ChEBI: Avagacestat is an oxadiazole and a ring assembly.

Biological Activity

bms-708163 is a potent selective and orally bioavailable inhibitor of γ-secretase with ic50 value of 0.3nm [1].the cleavage of amyloid precusor protein app by γ-secretase causes the production of aβ40 and aβ42, which are cytotoxic and cause ad. in vitro assay shows bms-708163 inhibits the formation of aβ40 and aβ42 in h4-8sw cells. it also inhibits the human recombinant cyps in vitro with ic50 value of 20μm. notch receptor is another substrate of γ-secretase. the inhibition of notch signal pathway results in some side effects. it is shown that the activity of bms-708163 to inhibit notch is 190-fold weaker than to app. in female rats, oral administration of bms-708163 significantly reduces the production of aβ in plasma and brain at 10mg/kg and 100mg/kg. in addition, bms-708163 also reduces aβ in brain and csf in male beagle dogs [1].

Synthesis

Pentanamide, 2-[[(4-chlorophenyl)sulfonyl][[2-fluoro-4-[(hydroxyamino)iminomethyl]phenyl]methyl]amino]-5,5,5-trifluoro-, (2R)-

1146699-70-8

Triethyl orthoformate

122-51-0

Avagacestat (BMS-708163)

1146699-66-2

Step C. (R)-2-(4-chloro-N-(2-fluoro-4-(N'-hydroxyformamidinyl)benzyl)-benzenesulfonylamino)-5,5,5-trifluoropentanamide (246 g) was added to the reactor, followed by the addition of dry acetonitrile (509 mL), triethyl orthoformate (120 mL) and trifluoroacetic acid (7 mL). The reaction mixture was heated to 40-50 °C and the progress of the reaction was monitored by HPLC until the relative area percentage (AP) of the starting material was below 0.15. Upon completion of the reaction, a one-time addition of methanol (1.48 L) followed by water (1.034 L) was added to maintain the reaction system temperature at 45-50 °C. The reaction mixture was then cooled to 15-20 °C and the solid was collected by filtration. The filter cake was washed with a solvent mixture of acetonitrile:methanol:water (2:6:5, v/v/v) and dried under vacuum at 50-60 °C to afford (2R)-2-[N-[(4-chlorophenyl)sulfonyl]-N-[2-fluoro-4-(1 ,2,4-oxadiazol-3-yl)benzyl]amino]-5,5,5-trifluoropentanamide as a white solid (228 g, 90% yield) . 1H NMR (CDCl3, 300MHz) δ: 1.40-1.58 (m, 1H), 1.75-1.90 (m, 1H), 1.92-2.07 (m, 1H), 2.10-2.26 (m, 1H), 4.37 (dd, J = 8.67, 6.22Hz, 1H), 4.48 (d, J = 15.64Hz, 1H ), 4.64 (d, J = 15.82 Hz, 1H), 5.54 (s, 1H), 6.33 (s, 1H), 7.44-7.54 (m, 2H), 7.62 (t, J = 7.72 Hz, 1H), 7.68-7.76 (m, 3H), 7.85 (dd, J = 7.91, 1.51 Hz, 1H), 8.76 (s, 1H). 1H). 13C NMR (DMSO-d6, 75MHz) δ: 170.34, 167.75, 165.80, 159.64 (d, J = 244.5Hz, 1C), 138.19, 137.64, 131.25 (d, J = 3.75Hz, 1C), 129.31, 129.23, 129.05 (d, J = 14.25 Hz, 1C), 126.74 (q, J = 274.5 Hz, 1C), 126.91, 126.80, 123.12 (d, J = 3.75 Hz, 1C), 113.7 (d, J = 24.0 Hz, 1C), 57.92, 41.38 (d, J = 4.5 Hz, 1C), 30.04 (d, J = 30.0Hz, 1C), 22.90. 19F NMR (CDCl3, 282MHz) δ: -116.3, -66.5. IR (KBr): 3454, 334, 3286, 2952, 1705, 1432, 1325, 1260, 1167, 1084, 828 cm-1. Elemental analysis: Calculated values C20H17ClF4N4O4S: C, 46.11; H, 3.29; N, 10.71; S, 6.15; F, 14.58; Cl, 6.80. Measured values: C, 46.06; H, 3.24; N, 10.71; S, 6.25; F, 14.60; Cl, 6.88.

target

γ-secretase

storage

Store at +4°C

References

[1] gillman kw, starrett je jr, parker mf, xie k, bronson jj, marcin lr, mcelhone ke, bergstrom cp, mate ra, williams r, meredith je jr, burton cr, barten dm, toyn jh, roberts sb, lentz ka, houston jg, zaczek r, albright cf, decicco cp, macor je, olson re. discovery and evaluation of bms-708163, a potent, selective and orally bioavailable γ-secretase inhibitor. acs med chem lett. 2010 mar 22;1(3):120-4.

Avagacestat (BMS-708163) synthesis

1146699-64-0
1146699-67-3
1146699-66-2
Synthesis of Avagacestat (BMS-708163) from 1,2,4-Oxadiazole, 3-[4-(broMoMethyl)-3-fluorophenyl]- and PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)-

Avagacestat (BMS-708163) Preparation Products And Raw materials

Raw materials

PentanaMide, 2-[[(4-chlorophenyl)sulfonyl]aMino]-5,5,5-trifluoro-, (2R)- 1,2,4-Oxadiazole, 3-[4-(broMoMethyl)-3-fluorophenyl]- Triethyl orthoformate 4-Chlorobenzenesulfonyl chloride 1,2,4-Oxadiazole, 3-[[4-(bromomethyl)-3-fluorophenyl]methyl]-
Pentanamide, 2-[[(4-chlorophenyl)sulfonyl][[2-fluoro-4-[(hydroxyamino)iminomethyl]phenyl]methyl]amino]-5,5,5-trifluoro-, (2R)- Trifluoroacetic acid Acetonitrile

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Preparation Products

Avagacestat (BMS-708163) Suppliers

Global Suppliers ( 140)
Supplier Tel Email Country ProdList Advantage
Shanghai Boyle Chemical Co., Ltd. sales@boylechem.com China 2915 55
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
Jinan Trio PharmaTech Co., Ltd. 0531-88811783 sales@trio-pharmatech.com China 1856 62
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652 sales@meilune.com China 4765 58
NCE Biomedical Co.,Ltd. 4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988 China 1490 55
China Kouting Group Limited +86 (21) 5811-6473 5811-6475 sales@koutingchina.com China 494 60
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7545 61
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-6206333 13167063860 anhua.mao@aladdin-e.com China 29977 65
Nanjing Dulai Biotechnology Co., Ltd. 025-84699383-8003;025-846993838003-8003 18013301590 njduly@126.com China 3293 55
AdooQ BioScience, LLC +1 (866) 930-6790 info@adooq.com United States 2774 58
Supplier Advantage
Shanghai Boyle Chemical Co., Ltd. 55
Chembest Research Laboratories Limited 61
Jinan Trio PharmaTech Co., Ltd. 62
Dalian Meilun Biotech Co., Ltd. 58
NCE Biomedical Co.,Ltd. 55
China Kouting Group Limited 60
Haoyuan Chemexpress Co., Ltd. 61
Shanghai Aladdin Bio-Chem Technology Co.,LTD 65
Nanjing Dulai Biotechnology Co., Ltd. 55
AdooQ BioScience, LLC 58

View Latest Price from Avagacestat (BMS-708163) manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Avagacestat pictures 2026-07-27 Avagacestat
1146699-66-2
 $34.00-125.00 99.77% 10g TargetMol Chemicals Inc.
Avagacestat pictures 2023-06-26 Avagacestat
1146699-66-2
 $200.00 1kg 99% 1000kg/Month Hebei Mingeng Biotechnology Co., Ltd
Avagacestat (BMS-708163) pictures 2020-01-13 Avagacestat (BMS-708163)
1146699-66-2
 $6.68 1KG 97%-99% 1kg-1000kg Career Henan Chemical Co
  • Avagacestat pictures
  • Avagacestat
    1146699-66-2
  • $34.00-125.00
  • 99.77%
  • TargetMol Chemicals Inc.
  • Avagacestat pictures
  • Avagacestat
    1146699-66-2
  • $200.00
  • 99%
  • Hebei Mingeng Biotechnology Co., Ltd

Avagacestat (BMS-708163) Spectrum

Avagacestat (BMS-708163)(1146699-66-2)1HNMR

1146699-66-2 (Avagacestat (BMS-708163)) Related Search:

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5-[[4-(4-Pyridinyl)-6-quinolinyl]methylene]-2,4-thiazolidenedione Torin 1 Telaprevir CUDC-101 Brivanib alaninate
AC480 (BMS-599626) Semagacestat ABT 737 DAPT RO4929097
LY2811376 MK-0752 Pentanamide

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BMS708163;BMS 708163 CS-262 (2R)-2-[N-[(4-Chlorophenyl)sulfonyl]-N-[2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl]amino]-5,5,5-trifluoropentanamide (R)-2-(4-chloro-N-(2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl)phenylsulfonamido)-5,5,5-trifluoropentanamide BMS-708163 (Avagacestat) Avagacestat (BMS-708163) (R)-2-(4-Chloro-N-(2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl)-phenylsulfonamido)-5,5,5-trifluoropen (2R)-2-(N-(2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl)-4-chlorophenylsulfonamido)-5,5,5-trifluoropentanamide (2R)-2-[N-[(4-Chlorophenyl)sulfonyl]-N-[2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl]amino]-5,5,5-trifluoropentanamide BMS-708163 BMS-708163, >=98% (2R)-2-[[(4-chlorophenyl)sulfonyl][[2-fluoro-4-(1,2,4-oxadiazol-3-yl)phenyl]methyl]amino]-5,5,5-trifluoro-pentanamide (R)-2-(4-Chloro-N-(2-fluoro-4-(1,2,4-oxadiazol-3-yl)benzyl)-phenylsulfonamido)-5,5,5-trifluoro BMS708163;BMS 708163;AVAGACESTAT Pentanamide, 2-[[(4-chlorophenyl)sulfonyl][[2-fluoro-4-(1,2,4-oxadiazol-3-yl)phenyl]methyl]amino]-5,5,5-trifluoro-, (2R)- Avagacestat BMS-708163 BMS708163 (2R)-[(4-Chloro-benzenesulfonyl)-(2-fluoro-4-[1,2,4]oxadiazol-3-yl-benzyl)-amino]-5,5,5-trifluoro-pentanoic acid amide Avagacestat, 10 mM in DMSO Avagacestat BMS-708163 1146699-66-2 C20H17ClF4N4O4S Inhibitors