Lot numbers can be found on the outside label of a product:
6-Chloro-3-methyluracil
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CAS No. 4318-56-3
- Cat. No. CS-W020095
- Purity≥97%
- MDL No.MFCD01074837
*For research and further manufacturing use only, not for direct human use.
Structure of 4318-56-3
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General Information
- CAS No. 4318-56-3
- Cat. No. CS-W020095
- Purity ≥97%
- MDL No. MFCD01074837
- Storage RT, sealed storage, away from moisture and light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₅ClN₂O₂
- Molecular Weight 160.56
- Synonym(s) 3-METHYL-6-CHLOROURACI
- SMILES O=C(C=C(Cl)N1)N(C)C1=O
Description
6-Chloro-3-methyluracil is a halogenated pyrimidine derivative featuring a chlorine atom at the C6 position and a methyl group at C3. This substitution pattern imparts enhanced electrophilicity and metabolic stability, making it a valuable scaffold in medicinal chemistry for probing nucleobase interactions and developing targeted therapeutics.
Application
6-Chloro-3-methyluracil serves as a versatile building block in medicinal chemistry, enabling efficient access to nucleoside analogs and heterocyclic scaffolds. Its chloro and methyl groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and functionalization, while its inherent stability supports straightforward purification and handling under standard laboratory conditions.
Synthesis
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Route1
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In-stock
2565-47-1 - ~77%
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In-stock
4318-56-3
References
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Yanada, Reiko; Yoneda, Yoshiyuki; Yazaki, Mikako; Mimura, Norio; Taga, Tooru; Yoneda, Fumio; Yanada, Kazuo Tetrahedron Asymmetry, 1997 , vol. 8, # 14 p. 2319 - 2323
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Route2
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882872-13-1 - ~80%
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In-stock
4318-56-3
References
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Todorovic, Nick; Giacomelli, Andrew; Hassell, John A.; Frampton, Christopher S.; Capretta, Alfredo Tetrahedron Letters, 2010 , vol. 51, # 46 p. 6037 - 6040
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Route3
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141-82-2
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In-stock
598-50-5 - ~%
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In-stock
4318-56-3
References
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Shrestha, Ajaya R.; Shindo, Takashi; Ashida, Noriyuki; Nagamatsu, Tomohisa Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 18 p. 8685 - 8696
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 54.86
- LogP -0.273
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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