49759-74-2

Basic information

• Product Name: tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate
• Synonyms: tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate;tert-Butyl N-[(1S)-1-(hydrazinecarbonyl)-3-(methylsulfanyl)propyl]carbamate
• CAS NO: 49759-74-2
• Molecular Formula: C10H21N3O3S
• Molecular Weight: 263.35704
• Mol File: 49759-74-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate(49759-74-2)
• EPA Substance Registry System: tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate(49759-74-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 49759-74-2(Hazardous Substances Data)

Usage

General Description

Tert-Butyl [(1S)-1-(hydrazinocarbonyl)-3-(methylthio)propyl]carbamate is a chemical compound with the molecular formula C10H21N3O3S. It is a carbamate derivative that is used in chemical research and experimentation. The compound contains a tert-butyl and carbamate group, as well as a hydrazinocarbonyl and methylthio functional group. It may have uses in pharmaceutical research, particularly in the development and synthesis of new drugs. The compound should be handled with care and used in a well-ventilated environment, as its properties and potential hazards are currently not well-documented.

Upstream product

• 75-44-5 phosgene 
• 2491-18-1 (S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride 
• 75-65-0 tert-butyl alcohol 
• 33900-24-2 N-(tert-butoxycarbonyl)-L-methionine methyl ester 

Downstream Products

• 112372-57-3 Boc-Met-Glu(OBzl)-OH 
• 109453-37-4 N-L-methionyl-L-glutamic acid-5-benzyl ester 
• 1194046-35-9 C₂₁H₃₂N₄O₅S₂ 

Relevant articles and documents

Amino Acid Functionalized Organotin Trichlorides and Their Tin Sulfide Clusters

We present a new synthesis of functionalized tin sulfide clusters via organotin trichlorides with boc-protected amino acids (RAAcSnCl3). In this work we used non-polar (alanine, valine, leucine, phenylalanine and methionine), polar/neutral (serine and tyrosine) and basic (histidine) amino acids. We obtained single crystals from a Boc-protected valine derivative of the originally used organotin trichloride R1SnCl3 [R1 = CMe2CH2C(O)Me] and determined its structure by means of X-ray diffraction. A subsequent reaction with sulfide sources led to a variety of respective cluster structures. By using either (Me3Si)2S or Na2S, the reaction product turns out to be the defect-heterocubane cluster [(RAAcSn)3S4Cl] or the “doppeldecker”-type cluster [(RAAcSn)4S6], respectively, according to 119Sn NMR spectroscopy.

Design, synthesis and biological evaluation of a library of thiocarbazates and their activity as cysteine protease inhibitors

Recently, we identified a novel class of potent cathepsin L inhibitors, characterized by a thiocarbazate warhead. Given the potential of these compounds to inhibit other cysteine proteases, we designed and synthesized a library of thiocarbazates containing diversity elements at three positions. Biological characterization of this library for activity against a panel of proteases indicated a significant preference for members of the papain family of cysteine proteases over serine, metallo-, and certain classes of cysteine proteases, such as caspases. Several potent inhibitors of cathepsin L and S were identified. The SAR data were employed in docking studies in an effort to understand the structural elements required for cathepsin S inhibition. This study provides the basis for the design of highly potent and selective inhibitors of the papain family of cysteine proteases.