Lot numbers can be found on the outside label of a product:
4,6-Dichlorobenzo[d]thiazol-2-amine
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CAS No. 16582-59-5
- Cat. No. CS-0042060
- Purity≥95%
- MDL No.MFCD01123002
*For research and further manufacturing use only, not for direct human use.
![4,6-Dichlorobenzo[d]thiazol-2-amine|CS-0042060](https://file.chemscene.com/productPIC/CS-0042060.gif)
Structure of 16582-59-5
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General Information
- CAS No. 16582-59-5
- Cat. No. CS-0042060
- Purity ≥95%
- MDL No. MFCD01123002
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄Cl₂N₂S
- Molecular Weight 219.09
- Synonym(s) 2-Amino-4,6-dichlorobenzothiazole
- SMILES ClC1=CC(Cl)=C2N=C(N)SC2=C1
Description
4,6-Dichlorobenzo[d]thiazol-2-amine features a rigid, electron-deficient heterocyclic core that integrates readily into bioactive scaffolds. The dichloro substitution pattern enhances metabolic stability and facilitates directed functionalization. This bench-stable compound serves as a key building block for pharmaceutical intermediates and advanced materials, offering predictable reactivity in coupling processes under standard conditions.
Application
4,6-Dichlorobenzo[d]thiazol-2-amine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its dual chloro substituents provide orthogonal reactivity for sequential functionalization, while the thiazole nitrogen enhances solubility and stability under standard reaction conditions. This compound facilitates rapid diversification in medicinal chemistry workflows and is well-suited for scale-up in API intermediate development.
Synthesis
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Route1
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554-00-7 - ~%
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In-stock
16582-59-5
References
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US5888940 A1, ;
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Route2
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In-stock
540-72-7 -
554-00-7
- ~48%
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In-stock
16582-59-5
References
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Trapani; Franco; Latrofa; Genchi; Liso European Journal of Medicinal Chemistry, 1992 , vol. 27, # 1 p. 39 - 44
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Route3
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333-20-0
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554-00-7
- ~54%
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In-stock
16582-59-5
References
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Hays; Rice; Ortwine; Johnson; Schwarz; Boyd; Copeland; Vartanian; Boxer Journal of Pharmaceutical Sciences, 1994 , vol. 83, # 10 p. 1425 - 1432
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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 38.91
- LogP 3.1853
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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