Lot numbers can be found on the outside label of a product:
Methyl D-histidinate dihydrochloride
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CAS No. 4467-54-3
- Cat. No. CS-0127698
- Purity≥97%
- MDL No.MFCD00066137
*For research and further manufacturing use only, not for direct human use.
Structure of 4467-54-3
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General Information
- CAS No. 4467-54-3
- Cat. No. CS-0127698
- Purity ≥97%
- MDL No. MFCD00066137
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₃Cl₂N₃O₂
- Molecular Weight 242.10
- Synonym(s) H-D-His-OMe·2HCl
- SMILES N[C@H](CC1=CNC=N1)C(OC)=O.[H]Cl.[H]Cl
Description
Methyl D-histidinate dihydrochloride is a stable, moisture-tolerant derivative of D-histidine featuring a methyl ester group that enhances membrane permeability. This compound serves as a key building block in peptide synthesis and chemical biology studies, particularly for probing histidine-directed reactions in biologically relevant environments.
Application
Methyl D-histidinate dihydrochloride serves as a stable, bench-ready building block for peptide synthesis and medicinal chemistry campaigns. Its D-configured histidine core enables incorporation into bioactive peptides where stereochemical control is critical. The dihydrochloride salt enhances solubility and handling, while the methyl ester facilitates downstream transformations such as amide bond formation or hydrolysis. Functions reliably in standard coupling protocols and demonstrates compatibility with diverse reaction conditions common in synthetic workflows.
Synthesis
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Route1
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In-stock
71-00-1 - ~%
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In-stock
4467-54-3
References
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E. R. Squibb and Sons, Inc. Patent: US5055466 A1, 1991 ;
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Route2
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67-56-1 -
In-stock
71-00-1
- ~96%
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In-stock
4467-54-3
References
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Mahindra, Amit; Sharma, Krishna K.; Rathore, Dinesh; Khan, Shabana. I.; Jacob, Melissa R.; Jain, Rahul MedChemComm, 2014 , vol. 5, # 5 p. 671 - 676
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Route3
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In-stock
645-35-2 -
149-73-5
- ~98%
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In-stock
4467-54-3
References
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Vistoli, Giulio; Straniero, Valentina; Pedretti, Alessandro; Fumagalli, Laura; Bolchi, Cristiano; Pallavicini, Marco; Valoti, Ermanno; Testa, Bernard Chirality, 2012 , vol. 24, # 7 p. 566 - 576
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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
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 81
- LogP 0.2961
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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