ChemicalBook > CAS DataBase List > PD168393

PD168393

Product Name: PD168393
CAS No.: 194423-15-9
Chemical Name: PD168393
Synonyms: CS-2316;PD 168393;PD168393 ，S7039;PD168393 USP/EP/BP;PD-168393;PD 168393;PD168393, 10 mM in DMSO;PD 168393, EGFR inhibitor;PD168393;PD-168393;PD 168393;4-[(3-BROMOPHENYL)AMINO]-6-ACRYLAMIDOQUINAZOLINE;N-[4-(3-Bromoanilino)quinazolin-6-yl]prop-2-enamide
CBNumber: CB8316129
Molecular Formula: C17H13BrN4O
Formula Weight: 369.22
MOL File: Mol file

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PD168393 Property

Melting point:: 279℃
Boiling point:: 571.1±50.0 °C(Predicted)
Density: 1.558±0.06 g/cm3(Predicted)
storage temp.: room temp
solubility: insoluble in H2O; ≥1 mg/mL in EtOH with gentle warming and ultrasonic; ≥18.45 mg/mL in DMSO
form: powder
pka: 12.19±0.43(Predicted)
color: white to beige
InChI: InChI=1S/C17H13BrN4O/c1-2-16(23)21-13-6-7-15-14(9-13)17(20-10-19-15)22-12-5-3-4-11(18)8-12/h2-10H,1H2,(H,21,23)(H,19,20,22)
InChIKey: HTUBKQUPEREOGA-UHFFFAOYSA-N
SMILES: C(NC1C=CC2C(C=1)=C(NC1=CC=CC(Br)=C1)N=CN=2)(=O)C=C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PZ0285
Product name: PD168393
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $103
Updated: 2025/07/31

Sigma-Aldrich

Product number: 513033
Product name: PD 168393 - CAS 194423-15-9 - Calbiochem
Packaging: 1mg
Price: $207
Updated: 2025/07/31

Sigma-Aldrich

Product number: PZ0285
Product name: PD168393
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $451
Updated: 2023/06/20

Cayman Chemical

Product number: 21059
Product name: PD 168393
Purity: ≥95%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 21059
Product name: PD 168393
Purity: ≥95%
Packaging: 5mg
Price: $100
Updated: 2024/03/01

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PD168393 Chemical Properties,Usage,Production

Uses

PD 168393, is an irreversible epidermal growth factor receptor (EGFR) inhibitor.

Uses

PD168393 has been used in the acute inhibition of ErbB4.

Definition

ChEBI: A member of the class of quinazolines carrying bromoanilino and acrylamido substituents at positions 4 and 6 respectively.

Biochem/physiol Actions

PD168393 is a 6-acrylamido-4-anilinoquinazoline compound. It increases apoptosis in malignant peripheral nerve sheath tumor cells, stimulated by lysosomal dysfunction.

Synthesis

79-10-7

169205-78-1

194423-15-9

Acrylic acid (12.7 mmol, 0.87 mL) was added to an anhydrous N,N-dimethylformamide (DMF, 20 mL) solution of 6-amino-4-[(3-bromophenyl)amino]quinazoline (2.0 g, 6.35 mmol) under nitrogen protection. The reaction mixture was cooled to 0 °C, followed by the addition of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI-HCl, 7.62 mmol, 1.46 g). The reaction was stirred at 0 °C for 15 min and then gradually warmed up to room temperature and continued stirring for 2 h. The reaction was carried out at 0 °C for 1 h. The reaction was then stirred for 2 h. After that, acrylic acid (0.30 mL) and EDCI-HCl (0.30 g) were added supplementally. The reaction continued to stir for 2 h. After the reaction was continued, the completion of the reaction was confirmed by thin layer chromatography (TLC). The solvent was removed under reduced pressure and the residue was diluted with saturated sodium bicarbonate (NaHCO3) solution and extracted several times with ethyl acetate (EtOAc). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by chromatography on a class III alumina column using ethyl acetate/methanol (95:5, v/v) as eluent, followed by recrystallization with ethyl acetate/hexane to give a spongy white solid. After drying in high vacuum for several hours, N-[4-[(3-bromophenyl)amino]quinazolin-6-yl]acrylamide (1.06 g, 45% yield) was obtained as a cream-colored powder with a melting point of 258-261 °C. 1H NMR ((CD3)2SO, 200 MHz): δ 10.51 (s, 1H, CONH), 9.93 (s, 1H, NH), and 8.83 (br s, 1H, H-5), 8.59 (s, 1H, H-2), 8.18 (br s, 1H, H-2'), 7.94-7.78 (m, 3H, H-6', 8,5'), 7.40-7.27 (m, 2H, H-7,4'), 6.54 (dd, J = 9.8 Hz, J = 17.0 Hz, 1H CH2CHCO), 6.36 (dd, J = 2.1 Hz, J = 16.9 Hz, 1H, CH2CHCO), 5.85 (dd, J = 2.0 Hz, J = 9.7 Hz, 1H, CH2CHCO). Mass spectrum (CI): m/z 371 (95, 81BrMH+), 370 (53, 81BrM+), 369 (100, 79BrMH+), 368 (33, 79BrM+). Elemental analysis (C17H13BrN4O) Calculated values: C, 55.30; H, 3.55; N, 15.17%. Measured values: C, 55.19; H, 3.34; N, 14.88%.

in vivo

PD168393 (intraperitoneal injection; 58 mg/kg; once daily; days 10-14, 17-21, and 24-28) is effective?in vivo, and produces tumor growth inhibition of 115% after 15 days’ treatment in human epidermoid carcinoma xenografts in mice^[1].

Animal Model:	A431 human epidermoid carcinoma grown as a xenograft in nude mice^[1]
Dosage:	58 mg/kg
Administration:	Intraperitoneal injection; 58 mg/kg; once daily; days 10-14, 17-21, and 24-28
Result:	Suppressed the growth of human epidermoid carcinoma xenografts.

target

EGFR

IC 50

EGFR: 0.7 nM (IC₅₀)

References

[1] Journal of Medicinal Chemistry, 1999, vol. 42, # 10, p. 1803 - 1815
[2] Patent: US6344459, 2002, B1. Location in patent: Page column 48

PD168393 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PD168393 manufacturers

Career Henan Chemical Co

Product: PD168393 194423-15-9
Price: US $1.00/EA
Min. Order: 100g
Purity: 99%
Supply Ability: G/KG/T
Release date: 2019-12-20

194423-15-9, PD168393Related Search:

PD 166866 PD153035 HCl AG 1478 HYDROCHLORIDE DAPH AG 18 LAVENDUSTIN A METHYL 2,5-DIHYDROXYCINNAMATE H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH AG 825 TYRPHOSTIN A25 Canertinib Sotrastaurin Tofacitinib citrate PELITINIB Erlotinib hydrochloride TYRPHOSTIN A51 AG 213 PD 158780

4-[(3-BROMOPHENYL)AMINO]-6-ACRYLAMIDOQUINAZOLINE

PD 168393

N-[4-[(3-Bromophenyl)amino]-6-quinazolinyl]-2-propenamide

PD168393;PD-168393;PD 168393

CS-2316

N-[4-(3-Bromoanilino)quinazolin-6-yl]prop-2-enamide

PD-168393;PD 168393

2-Propenamide, N-[4-[(3-bromophenyl)amino]-6-quinazolinyl]-

N-(4-((3-Bromophenyl)amino)quinazolin-6-yl)acrylamide

PD168393 USP/EP/BP

PD 168393, EGFR inhibitor

PD168393, 10 mM in DMSO

PD168393 ，S7039

194423-15-9

Inhibitors