Lot numbers can be found on the outside label of a product:
2-Chloroquinazoline
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CAS No. 6141-13-5
- Cat. No. CS-W005337
- Purity≥95%
- MDL No.MFCD09959715
*For research and further manufacturing use only, not for direct human use.
Structure of 6141-13-5
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General Information
- CAS No. 6141-13-5
- Cat. No. CS-W005337
- Purity ≥95%
- MDL No. MFCD09959715
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₅ClN₂
- Molecular Weight 164.59
- Synonym(s) Quinazoline, 2-chloro-
- SMILES C1=NC(=NC2=C1C=CC=C2)Cl
Description
2-Chloroquinazoline serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at the 2-position that enhances electrophilicity for nucleophilic substitution. This electron-deficient core integrates readily into kinase inhibitors and targeted therapeutics, offering high reactivity under standard conditions while maintaining bench-stable handling characteristics.
Application
2-Chloroquinazoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. Its electrophilic chlorine atom facilitates efficient substitution with amines, thiols, and arylborons, supporting rapid diversification of quinazoline scaffolds. The compound exhibits excellent bench stability and compatibility with common protecting groups, making it well-suited for modular synthesis of kinase inhibitors and other bioactive heterocycles.
Synthesis
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Route1
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In-stock
607-68-1 - ~69%
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In-stock
6141-13-5
References
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Kanuma, Kosuke; Omodera, Katsunori; Nishiguchi, Mariko; Funakoshi, Takeo; Chaki, Shigeyuki; Semple, Graeme; Tran, Thuy-Anh; Kramer, Bryan; Hsu, Debbie; Casper, Martin; Thomsen, Bill; Beeley, Nigel; Sekiguchi, Yoshinori Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2565 - 2569
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Route2
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32315-10-9 -
In-stock
529-23-7 - ~%
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In-stock
6141-13-5
References
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WO2007/126935 A2, ; Page/Page column 31-32 ; WO 2007/126935 A2
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Route3
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204520-39-8
- ~38%
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In-stock
6141-13-5
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In-stock
99-90-1
References
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Chemical and Pharmaceutical Bulletin, , vol. 46, # 2 p. 199 - 206
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS06
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H301-H318
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Precautionary Statements : P264-P270-P280-P405
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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 2.2832
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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