Lot numbers can be found on the outside label of a product:
1-Benzyl-5-bromo-1H-indole
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CAS No. 10075-51-1
- Cat. No. CS-0034510
- Purity≥98%
- MDL No.MFCD04337704
*For research and further manufacturing use only, not for direct human use.
Structure of 10075-51-1
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General Information
- CAS No. 10075-51-1
- Cat. No. CS-0034510
- Purity ≥98%
- MDL No. MFCD04337704
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₅H₁₂BrN
- Molecular Weight 286.17
- Synonym(s) 1-Benzyl-5-bromoindole; N-Benzyl-5-bromoindole; NSC 143237
- SMILES BrC1=CC2=C(N(CC3=CC=CC=C3)C=C2)C=C1
Description
1-Benzyl-5-bromo-1H-indole features a bromine atom at the 5-position of the indole ring, enabling facile functionalization in cross-coupling reactions. The benzyl group enhances solubility and stability, while the electron-deficient aromatic system supports efficient transition metal catalysis. This compound serves as a key intermediate in synthesizing biologically active indole derivatives.
Application
1-Benzyl-5-bromo-1H-indole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-rich indole core. The benzyl group enhances solubility and stability, facilitating purification and handling. It functions effectively in Suzuki-Miyaura and Stille couplings, providing access to substituted indole scaffolds commonly found in bioactive molecules.
Synthesis
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References
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Dell, Steven; Lozanov, Mario Emilov; Shieh, Wen-Chung Patent: US2004/59131 A1, 2004 ; Location in patent: Page 7 ;
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Route2
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In-stock
10075-50-0 -
100-39-0 - ~95%
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In-stock
10075-51-1
References
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Elokdah, Hassan; Abou-Gharbia, Magid; Hennan, James K.; McFarlane, Geraldine; Mugford, Cheryl P.; Krishnamurthy, Girija; Crandall, David L. Journal of Medicinal Chemistry, 2004 , vol. 47, # 14 p. 3491 - 3494
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Route3
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100-39-0
- ~78%
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In-stock
10075-51-1
References
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Wyeth Patent: US2004/116504 A1, 2004 ; Location in patent: Page 8-9 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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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 : H302-H318
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Precautionary Statements : P264-P270-P280-P280-P501
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Quality Control
Computational Chemistry Data
- TPSA 4.93
- LogP 4.4521
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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