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
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
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..…
N-Bromosuccinimide Price
- Product number
- PZ0285
- Product name
- PD168393
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $103
- Updated
- 2025/07/31
- Product number
- 513033
- Product name
- PD 168393 - CAS 194423-15-9 - Calbiochem
- Packaging
- 1mg
- Price
- $207
- Updated
- 2025/07/31
- Product number
- PZ0285
- Product name
- PD168393
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $451
- Updated
- 2023/06/20
- Product number
- 21059
- Product name
- PD 168393
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 21059
- Product name
- PD 168393
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $100
- Updated
- 2024/03/01
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
- 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