Lot numbers can be found on the outside label of a product:
6-Methoxy-1H-indazol-5-amine
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CAS No. 749223-61-8
- Cat. No. CS-W006786
- Purity≥97%
- MDL No.MFCD11007882
*For research and further manufacturing use only, not for direct human use.
Structure of 749223-61-8
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General Information
- CAS No. 749223-61-8
- Cat. No. CS-W006786
- Purity ≥97%
- MDL No. MFCD11007882
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉N₃O
- Molecular Weight 163.18
- Synonym(s) 6-Methoxy-5-aMino-1H-indazole
- SMILES NC1=CC2=C(NN=C2)C=C1OC
Description
6-Methoxy-1H-indazol-5-amine features a methoxy-substituted indazole core with a primary amine at the 5-position, offering enhanced solubility and electron-donating character. This scaffold integrates readily into bioactive molecules, particularly in kinase inhibitor design and fluorescent probe development, due to its planar structure and favorable hydrogen-bonding capacity.
Application
6-Methoxy-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive indazoline scaffolds. The methoxy group enhances solubility and modulates electronic properties, while the primary amine facilitates straightforward derivatization via acylation, alkylation, or coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical choice for synthesizing kinase inhibitors and other heterocyclic drug candidates.
Synthesis
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Route1
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In-stock
152626-75-0 - ~%
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In-stock
749223-61-8
References
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Davies Journal of the Chemical Society, 1955 , p. 2412,2419
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Route2
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In-stock
50868-72-9 - ~%
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In-stock
749223-61-8
References
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Takami, Atsuya; Iwakubo, Masayuki; Okada, Yuji; Kawata, Takehisa; Odai, Hideharu; Takahashi, Nobuaki; Shindo, Kazutoshi; Kimura, Kaname; Tagami, Yoshimichi; Miyake, Mika; Fukushima, Kayoko; Inagaki, Masaki; Amano, Mutsuki; Kaibuchi, Kozo; Iijima, Hiroshi Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 9 p. 2115 - 2137
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Route3
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In-stock
3522-07-4 - ~%
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In-stock
749223-61-8
References
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Takami, Atsuya; Iwakubo, Masayuki; Okada, Yuji; Kawata, Takehisa; Odai, Hideharu; Takahashi, Nobuaki; Shindo, Kazutoshi; Kimura, Kaname; Tagami, Yoshimichi; Miyake, Mika; Fukushima, Kayoko; Inagaki, Masaki; Amano, Mutsuki; Kaibuchi, Kozo; Iijima, Hiroshi Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 9 p. 2115 - 2137
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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 63.93
- LogP 1.1537
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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