Lot numbers can be found on the outside label of a product:
4-Bromo-5-methoxy-1H-indole
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CAS No. 90858-86-9
- Cat. No. CS-0041929
- Purity≥98%
- MDL No.MFCD12973810
*For research and further manufacturing use only, not for direct human use.
Structure of 90858-86-9
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General Information
- CAS No. 90858-86-9
- Cat. No. CS-0041929
- Purity ≥98%
- MDL No. MFCD12973810
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈BrNO
- Molecular Weight 226.07
- Synonym(s) 1H-Indole, 4-broMo-5-Methoxy-
- SMILES COC1=C(Br)C2=C(NC=C2)C=C1
Description
4-Bromo-5-methoxy-1H-indole is a halogenated indole scaffold featuring a bromine substituent at the 4-position and a methoxy group at the 5-position. This electron-rich heterocycle serves as a key building block in medicinal chemistry, enabling direct incorporation into bioactive molecules through cross-coupling reactions. The combination of halogen and methoxy functionalities provides enhanced reactivity and metabolic stability, facilitating efficient synthesis of targeted pharmaceutical candidates.
Application
4-Bromo-5-methoxy-1H-indole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent and electron-donating methoxy group. The indole core provides a scaffold for heterocyclic diversification, while the functional groups offer orthogonal reactivity and favorable bench stability for routine synthesis.
Synthesis
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Route1
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1196875-90-7 -
In-stock
4637-24-5 - ~%
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In-stock
90858-86-9
References
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BIOVITRUM AB (publ) Patent: WO2008/3703 A1, 2008 ; Location in patent: Page/Page column 119-120 ; WO 2008/003703 A1
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Route2
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In-stock
5197-28-4 -
1826-67-1 - ~2%
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In-stock
90858-86-9
References
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Roche Palo Alto LLC Patent: US2007/123527 A1, 2007 ; Location in patent: Page/Page column 66-67 ;
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Route3
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90858-87-0
- ~96%
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In-stock
90858-86-9
References
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Meyer; Kruse Journal of Organic Chemistry, 1984 , vol. 49, # 17 p. 3195 - 3199
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 25.02
- LogP 2.939
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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