ChemicalBook > CAS DataBase List > CYT997

CYT997

Product Name: CYT997
CAS No.: 917111-44-5
Chemical Name: CYT997
Synonyms: CYT997;CS-347;Lexibulin;Lexibulin(CYT-997);CYT997 (Lexibulin);CYT997 Lexibulin CYT-997;Lexibulin, 10 mM in DMSO;CYT997 ISO 9001：2015 REACH;CYT997; CYT-997; CYT 997;LEXIBULIN.;1-ethyl-3-(2-methoxy-4-(5-methyl-4-((S)-1-(pyridin-3-yl)butylamino)pyrimidin-2-yl)phenyl)urea
CBNumber: CB92516533
Molecular Formula: C24H30N6O2
Formula Weight: 434.53
MOL File: 917111-44-5.mol

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CYT997 Property

Boiling point:: 546.9±50.0 °C(Predicted)
Density: 1.195
storage temp.: Store at -20°C
solubility: DMSO:69.0(Max Conc. mg/mL);158.79(Max Conc. mM)
Ethanol:51.0(Max Conc. mg/mL);117.37(Max Conc. mM)
pka: 14.01±0.70(Predicted)
form: Powder
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 18395
Product name: CYT997
Purity: ≥98%
Packaging: 1mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 18395
Product name: CYT997
Purity: ≥98%
Packaging: 5mg
Price: $193
Updated: 2024/03/01

Cayman Chemical

Product number: 18395
Product name: CYT997
Purity: ≥98%
Packaging: 10mg
Price: $341
Updated: 2024/03/01

Cayman Chemical

Product number: 18395
Product name: CYT997
Purity: ≥98%
Packaging: 50mg
Price: $1148
Updated: 2024/03/01

ChemScene

Product number: CS-3599
Product name: Lexibulin
Purity: 98.08%
Packaging: 5mg
Price: $114
Updated: 2021/12/16

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CYT997 Chemical Properties,Usage,Production

Definition

ChEBI: 1-ethyl-3-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]urea is a member of ureas.

Biological Activity

Lexibulin (CYT997, SRI-32007) is a potent inhibitor of microtubule polymerization in cancer cell lines with IC50 of 10-100 nM. Phase 2.

Synthesis

854074-39-8

917111-46-7

917111-44-5

Under nitrogen protection, 2-chloro-5-methyl-N-[(1S)-1-pyridin-3-ylbutyl]pyrimidin-4-amine (277 mg, 1.0 mmol), 4-{[(ethylamino)carbonyl]amino}-3-methoxybenzeneboronic acid pinacol ester (416 mg, 1.3 mmol), and tetrakis(triphenylphosphine)palladium(0) (116 mg, 0.1 mmol) were were dissolved in a mixture of toluene-n-propanol (12 mL, 3:1, v/v) and 2M aqueous sodium carbonate (750 μL, 1.5 mmol) was added. The reaction mixture was heated at 100 °C for 17 h with vigorous stirring. After the reaction was completed, it was cooled to room temperature, diluted by adding ethyl acetate (25 mL), and the mixture was washed sequentially with water (6 × 15 mL), brine (20 mL), and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to obtain the crude product. The crude product was purified by column chromatography using dichloromethane-methanol-ammonia (93:7:1, v/v/v) as eluent to give the target product (110 mg, 57% yield).1H NMR (CDCl3) δ 0.99 (t, 3H, J = 7.4 Hz, CH3), 1.18 (t, 3H, J = 7.2 Hz, CH3), 1.33- 1.60 (m, 2H, CH2), 1.82-2.02 (m, 2H, CH2), 2.11 (s, 3H, Ar-Me), 3.25-3.39 (m, 2H, CH2), 3.87 (s, 3H, OMe), 4.80-4.96 (m, 2H, 2 × NH), 5.26-5.36 (m, 1H, CH), 6.98 (br s, 1H, CH), 4.80-4.96 (m, 1H, CH), 5.26-5.36 (m, 1H, CH), 6.98 (br s, 1H, J = 7.2 Hz, CH 6.98 (br s, 1H, Ar-NHCONH), 7.22-7.28 (m, 1H, ArH), 7.67-7.72 (m, 2H, ArH), 7.83-7.88 (m, 1H, ArH), 8.05 (d, 1H, J = 0.8 Hz, ArH), 8.10 (d, 1H, J = 8.2 Hz, ArH), 8.47 (dd, 1H, J = 8.2 Hz, ArH), 8.47 (dd, 1H, J = 8.2 Hz, ArH), 8.47 (dd, 1H, J = 8.2 Hz, ArH) 8.47 (dd, 1H, J = 6.6, 1.8 Hz, ArH), 8.69 (d, 1H, J = 2.0 Hz, ArH).

in vitro

Treatment of A549 cells with CYT997 (1 μM) for 24 hours induced rapid reorganization of microtubules, including disruption of the existing microtubule network and accumulation of some cytoplasmic tubulin in plaques, resulting in significant changes in cell morphology, including Adherent cells are lost and cells are reduced. CYT997 is toxic to 16 cancer cells with IC50 ranging from 9 nM in HepG2 cells to 101 nM in KHOS/NP cells. CYT997 effectively acts on HCT15 cells, has a multi-drug resistance mechanism Pgp (MDR consistent with CYT997 destroys cellular tubulin, CYT997 effectively inhibits proliferation, induces cell cycle arrest, and induces apoptosis in human myeloid cell lines (HMCLs) and primary MM cells die.

in vivo

The half-life of CYT997 in oral-treated rats (2.5 hours) was slightly longer than that of intravenous injection (1.5 hours), and the absolute oral bioavailability was 50% to 70%. Oral administration of CYT997 to mice bearing PC3 xenografts inhibited tumor growth more effectively than Paclitaxel in a dose-dependent manner. CYT997 was also effective in an orthotopic model of mouse breast cancer 4T1 cells, some of which were resistant to Paclitaxel treatment. Intraperitoneal injection of CYT997 at a dose of 7.5 mg/kg to liver metastases significantly reduced blood flow at the 6th hour, similar to the positive control effect of CA4P at a dose of 100 mg/kg. Consistent with in vitro anti-myeloma activity, CYT997 significantly extended lifespan in a mouse model of aggressive systemic myeloid leukemia at a dose of 15 mg/kg daily.

target

Target	Value
Microtubules (cancer cell lines)	10 nM-100 nM

References

[1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 16, p. 4639 - 4642
[2] Patent: WO2005/54199, 2005, A1. Location in patent: Page/Page column 47-48; 65; 66;

CYT997 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from CYT997 manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: CYT997 917111-44-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-04-30

Zhuozhou Wenxi import and Export Co., Ltd

Product: Lexibulin 917111-44-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Lexibulin 917111-44-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-08

917111-44-5, CYT997Related Search:

Vincristine sulfate VINBLASTINE E 7010 Paclitaxel NOCODAZOLE Docetaxel

CYT997

N-Ethyl-N'-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]urea

CYT997 (Lexibulin)

CS-347

CYT997; CYT-997; CYT 997;LEXIBULIN.

(S)-1-ethyl-3-(2-methoxy-4-(5-methyl-4-((1-(pyridin-3-yl)butyl)amino)pyrimidin-2-yl)phenyl)urea

Lexibulin

1-ethyl-3-(2-methoxy-4-(5-methyl-4-((S)-1-(pyridin-3-yl)butylamino)pyrimidin-2-yl)phenyl)urea

CYT 997 N-Ethyl-N'-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]urea

N-Ethyl-N'-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]urea CYT997 (Lexibulin)

Lexibulin(CYT-997)

N-Ethyl-N'-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]ur

N-ETHYL-N'-[2-METHOXY-4-[5-METHYL-4-[[(1S)-1-(3-PYRIDINYL)BUTYL]AMINO]-2-PYRIMIDINYL]PHENYL]UREA;CYT997

Urea, N-ethyl-N'-[2-methoxy-4-[5-methyl-4-[[(1S)-1-(3-pyridinyl)butyl]amino]-2-pyrimidinyl]phenyl]-

1-ethyl-3-[2-methoxy-4-[5-methyl-4-[[(1S)-1-pyridin-3-ylbutyl]amino]pyrimidin-2-yl]phenyl]urea

CYT997 ISO 9001：2015 REACH

CYT997 Lexibulin CYT-997

Lexibulin, 10 mM in DMSO

917111-44-5

C24H30N6O2

Inhibitors