This is a demo store. No orders will be fulfilled.

2-Iminothiolane hydrochloride - 98%, high purity , CAS No.4781-83-3

    Grade & Purity:
  • ≥98%
In stock
Item Number
I106793
Grouped product items
SKU Size
Availability
Price Qty
I106793-100mg
100mg
3
$66.90
I106793-500mg
500mg
3
$199.90
I106793-1g
1g
3
$259.90
I106793-2.5g
2.5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$529.90
I106793-10g
10g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,499.90

RNA-protein crosslinking (sulfhydryl addition) agent

Basic Description

Synonyms 2IT | 2(3H)-Thiophenimine, hydrochloride | NCGC00260958-01 | 2-IT | Orafuran | Trauts reagent | Traut's reagent | AKOS015898834 | DTXSID60524217 | 2(3H)-Thiophenimine, dihydrochloride | PD171658 | 2-Iminothiolane hydrochloride | ATGUDZODTABURZ-UHFFFAOYSA-
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms RNA-protein crosslinking (sulfhydryl addition) agent. Reacts with primary amines. Maintains charge properties similar to the original amino group.
Storage Temp Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

2-Iminothiolane, Hydrochloride is a thiolating agent that is useful in cross-linking proteins.
A thiolane derivitization agent.


Application:

2-Iminothiolane hydrochloride has been used in the synthesis of thiolated PEG (poly(ethylene glycol). It may be used to synthesize PLA-SH (polyethylene glycol-thiol) and PLA-PEG-SH (polyethylene glycol–polylactic acid-thiol).

Thiolating reagent for primary amines. Reacts at pH 7-10 by amidine bond to present free sulfhydryl. Useful in preparation of disulfide and/or thioether linked conjugates.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organosulfur compounds
Class Imidothioesters
Subclass Imidothiolactones
Intermediate Tree Nodes Not available
Direct Parent Imidothiolactones
Alternative Parents Thiolanes  Organonitrogen compounds  Hydrochlorides  Hydrocarbon derivatives  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Imidothiolactone - Thiolane - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as imidothiolactones. These are analogs of imidolactones where the oxygen atom is replaced by a sulfur atom. They have the general structure RC(=N)SR' where the central carbon atom is part of a ring. R,R' = organyl group.
External Descriptors Not available

Names and Identifiers

IUPAC Name thiolan-2-imine;hydrochloride
INCHI InChI=1S/C4H7NS.ClH/c5-4-2-1-3-6-4;/h5H,1-3H2;1H
InChIKey ATGUDZODTABURZ-UHFFFAOYSA-N
Smiles C1CC(=N)SC1.Cl
Isomeric SMILES C1CC(=N)SC1.Cl
WGK Germany 3
Molecular Weight 137.63
Beilstein 3620079
Reaxy-Rn 3620079
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3620079&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

16 results found

Lot Number Certificate Type Date Item
L2409444 Certificate of Analysis Nov 25, 2024 I106793
L2409445 Certificate of Analysis Nov 25, 2024 I106793
L2409446 Certificate of Analysis Nov 25, 2024 I106793
L2409447 Certificate of Analysis Nov 25, 2024 I106793
L2321447 Certificate of Analysis Dec 02, 2023 I106793
L2321448 Certificate of Analysis Dec 02, 2023 I106793
L2321449 Certificate of Analysis Dec 02, 2023 I106793
L2321450 Certificate of Analysis Dec 02, 2023 I106793
L2321451 Certificate of Analysis Dec 02, 2023 I106793
B2313642 Certificate of Analysis Dec 09, 2022 I106793
B2313592 Certificate of Analysis Dec 09, 2022 I106793
B2313552 Certificate of Analysis Dec 09, 2022 I106793
B2313553 Certificate of Analysis Dec 09, 2022 I106793
B2313557 Certificate of Analysis Dec 09, 2022 I106793
I2311030 Certificate of Analysis Dec 09, 2022 I106793
J2227069 Certificate of Analysis Nov 27, 2021 I106793

Show more⌵

Chemical and Physical Properties

Solubility Soluble in Methanol and Water.
Sensitivity Moisture sensitive;Heat sensitive
Melt Point(°C) 198-201°C
Molecular Weight 137.630 g/mol
XLogP3
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 0
Exact Mass 137.007 Da
Monoisotopic Mass 137.007 Da
Topological Polar Surface Area 49.200 Ų
Heavy Atom Count 7
Formal Charge 0
Complexity 69.900
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Citations of This Product

1. Jiaqi Qiu, Siyuan Xiang, Miyao Sun, Mingqian Tan.  (2023)  Preparation of Polysaccharide–Protein Hydrogels with an Ultrafast Self-Healing Property as a Superior Oral Delivery System of Probiotics.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,     
2. Xiayu Hu, Xin Tian, Chunju Yang, Feng Ling, Hao Liu, Xuesong Zhu, Ming Pei, Huilin Yang, Tao Liu, Yong Xu, Fan He.  (2023)  Melatonin-loaded self-healing hydrogel targets mitochondrial energy metabolism and promotes annulus fibrosus regeneration.  Materials Today Bio,  23  (100811). 
3. Pan Mingzhu, Liu Yali, Sang Tian, Xie Jiajun, Lin Huishu, Wei Jianpeng, Shao Shuai, Zheng Yanying, Zhang Juan.  (2023)  Enhanced antitumor and anti-metastasis by VEGFR2-targeted doxorubicin immunoliposome synergy with NK cell activation.  INVESTIGATIONAL NEW DRUGS,  41  (5): (664-676). 
4. Zunzhen Ming, Lin Han, Huanhuan Zhu, Meiyu Bao, Qiangyuan Fan, Shaobo Xue, Kesheng Wang, Yue Zhang, Meiling Lu, Chongshun Xu, Qi Wu, Tingting Li, Fenyong Sun.  (2023)  An injectable antibacterial hydrogel to regulate ocular immune for endophthalmitis treatment.  CHEMICAL ENGINEERING JOURNAL,  465  (142889). 
5. Xiaojuan Xiao, Zekang Ma, Zhenzhen Li, Yiyi Deng, Yibin Zhang, Ruohong Xiang, Lin Zhu, Yilang He, Hui Li, Yu Jiang, Yu Zhu, Yifang Xie, Hongling Peng, Xifeng Liu, Haiqin Wang, Mao Ye, Yuetao Zhao, Jing Liu.  (2023)  Anti-BCMA surface engineered biomimetic photothermal nanomissile enhances multiple myeloma cell apoptosis and overcomes the disturbance of NF-κB signaling in vivo.  BIOMATERIALS,  297  (122096). 
6. Yan Xu, Jiwei Liu, Zhangya Liu, Guoguang Chen, Xueming Li, Hao Ren.  (2023)  Damaging Tumor Vessels with an Ultrasound-Triggered NO Release Nanosystem to Enhance Drug Accumulation and T Cells Infiltration.  International Journal of Nanomedicine,     
7. Songling Yu, Shengjun Bu, Lulu Xue, Xue Li, Hongyu Zhou, Xiuran Wang, Jiayu Wan.  (2023)  Ultrasensitive detection of pathogenic bacteria by primer exchange reaction coupled with PGM.  MICROCHEMICAL JOURNAL,  187  (108401). 
8. Yang Xiao-Yan, Zhang Jin-Guo, Zhou Qiao-Mei, Yu Jie-Ni, Lu Yuan-Fei, Wang Xiao-Jie, Zhou Jia-Ping, Ding Xin-Fa, Du Yong-Zhong, Yu Ri-Sheng.  (2022)  Extracellular matrix modulating enzyme functionalized biomimetic Au nanoplatform-mediated enhanced tumor penetration and synergistic antitumor therapy for pancreatic cancer.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-24). 
9. Chunhong Mo, Zhao Wang, Jianying Yang, Yiqiang Ouyang, Qian Mo, Shuting Li, Ping He, Limin Chen, Xinchun Li.  (2022)  Rational assembly of RGD/MoS2/Doxorubicin nanodrug for targeted drug delivery, GSH-stimulus release and chemo-photothermal synergistic antitumor activity.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY,  233  (112487). 
10. Yue Chen, Ning Qiu, Bin Ma, Gan Hu, Deog-Hwan Oh, Xing Fu.  (2022)  Preparation and characterization of a novel antibacterial hydrogel based on thiolated ovalbumin/gelatin with silver ions.  Innovative Food Science & Emerging Technologies,  78  (103007). 
11. Jie Li, Peng Liu.  (2022)  Facile Synthesis of a Redox-Responsive Hyperbranched Polymer Prodrug as a Unimolecular Micelle for the Tumor-Selective Drug Delivery.  BIOCONJUGATE CHEMISTRY,  33  (2): (411–417). 
12. Yuemeng Yang, Tingting Wu, Li-Ping Xu, Xueji Zhang.  (2021)  Portable detection of Staphylococcus aureus using personal glucose meter based on hybridization chain reaction strategy.  TALANTA,  226  (122132). 
13. Ranran Chen, Yuanjian Huang, Lu Wang, Jiahui Zhou, Yuqian Tan, Chaofan Peng, Peng Yang, Wen Peng, Jie Li, Qiou Gu, Yuchen Sheng, Yan Wang, Guoqiang Shao, Qing Zhang, Yueming Sun.  (2021)  Cetuximab functionalization strategy for combining active targeting and antimigration capacities of a hybrid composite nanoplatform applied to deliver 5-fluorouracil: toward colorectal cancer treatment.  Biomaterials Science,  (6): (2279-2294). 
14. Yuman Dong, Peng Liu.  (2020)  Reduction-triggered di-block copolymer prodrug for high-performance long-acting tumor-selective killing.  COLLOIDS AND SURFACES B-BIOINTERFACES,  196  (111368). 
15. Liucheng Zhang, Lu Chen, Yi Xiang, Zhimo Liu, Xiyuan Mao, Lu Zhang, Lianfu Deng, Yuguang Zhang, Liying Cheng, Xiaoming Sun, Wenguo Cui.  (2021)  Multifunctional integrally-medicalized hydrogel system with internal synergy for efficient tissue regeneration.  CHEMICAL ENGINEERING JOURNAL,  406  (126839). 
16. Qinjun Chen, Yongqing He, Yu Wang, Chao Li, Yujie Zhang, Qin Guo, Yiwen Zhang, Yongchao Chu, Peixin Liu, Hongyi Chen, Zheng Zhou, Wenxi Zhou, Zhenhao Zhao, Xiaomin Li, Tao Sun, Chen Jiang.  (2020)  Penetrable Nanoplatform for “Cold” Tumor Immune Microenvironment Reeducation.  Advanced Science,  (17): (2000411). 
17. Jing Fan, Yuchen Liu, Lisa Liu, Yikun Huang, Xuemei Li, Weiren Huang.  (2020)  A Multifunction Lipid-Based CRISPR-Cas13a Genetic Circuit Delivery System for Bladder Cancer Gene Therapy.  ACS Synthetic Biology,  (2): (343–355). 
18. Yan Xu, Hao Ren, Jiwei Liu, Yonglu Wang, Zhengjie Meng, Zhanjie He, Wenjun Miao, Guoguang Chen, Xueming Li.  (2019)  A switchable NO-releasing nanomedicine for enhanced cancer therapy and inhibition of metastasis.  Nanoscale,  11  (12): (5474-5488). 
19. Donglai Qi, Qian Li, Chen Chen, Xiang Wang.  (2018)  Ferulic acid modification enhances the anti-oxidation activity of natural Hb in vitro.  Artificial Cells Nanomedicine and Biotechnology,     
20. Haibo Wang, Junjie Xiong, Gongyan Liu, Yunbing Wang.  (2016)  A pH-Sensitive Phospholipid Polymeric Prodrug Based on Branched Polyethylenimine for Intracellular Drug Delivery.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  217  (18): (2049-2055). 
21. Huang Xiao, Wang Zhen, Dai Hong, Wang Chunmei, Xia Bing, Chen Lan, Pan Jun.  (2014)  Docetaxel grafted magnetic nanoparticles as dual-therapeutic agentia for targeting perfusion therapy of urethral carcinoma.  JOURNAL OF NANOPARTICLE RESEARCH,  16  (12): (1-11). 
22. Wang Yining, Zhou Qiaomei, Luo Wangping, Yang Xiaoyan, Zhang Jinguo, Lou Yijie, Mao Jin, Chen Jiayi, Wu Fan, Hou Jue, Tang Guping, Bai Hongzhen, Yu Risheng.  (2024)  A collagenase-decorated Cu-based nanotheranostics: remodeling extracellular matrix for optimizing cuproptosis and MRI in pancreatic ductal adenocarcinoma.  JOURNAL OF NANOBIOTECHNOLOGY,  22  (1): (1-19). 
23. Xiaowen Fu, Gan Hu, Adil M. Abker, Deog-Hwan Oh, Meihu Ma, Xing Fu.  (2024)  A Novel Food Bore Protein Hydrogel with Silver Ions for Promoting Burn Wound Healing.  MACROMOLECULAR BIOSCIENCE,    (2300520). 
24. Yuan Ding, Qianzhu Xu, Zhilan Chai, Sunyi Wu, Weixia Xu, Jun Wang, Jianfen Zhou, Zimiao Luo, Yu Liu, Cao Xie, Linwei Lu, Weiyue Lu.  (2024)  All-stage targeted red blood cell membrane-coated docetaxel nanocrystals for glioma treatment.  JOURNAL OF CONTROLLED RELEASE,  369  (325). 
25. Li Ni, Xiaoyu Zhang, Jia Gao, Junjiang Yue, Linlin Zhang, Guoqing Pan.  (2025)  Dual peptide-coordinated dynamic hydrogel with antibacterial and proangiogenic activities for infected skin wounds.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  285  (138349). 
26. Xiaoming Li, Kun Li, Wei Zhao, Qiuhong Ouyang, Jimin Guo, Jianjun Zhang.  (2024)  Hollow Prussian Blue Nanoparticle-Based Controlled-Release Nanocapsules for Enhanced Tumor Antiangiogenesis Therapy.  ACS Applied Nano Materials,  (24): (28338-28347). 
27. Yanyan Xu, Xiangtong Ye, Yanfeng Du, Wenqin Yang, Fan Tong, Wei Li, Qianqian Huang, Yongke Chen, Hanmei Li, Huile Gao, Weiwei Zhang.  (2025)  Nose-to-brain delivery of targeted lipid nanoparticles as two-pronged β-amyloid nanoscavenger for Alzheimer’s disease therapy.  Acta Pharmaceutica Sinica B,     
28. Zichao Huang, Zhenyi Zhu, Liping Liu, Wantong Song, Xuesi Chen.  (2024)  Preparation of Viromimetic Rod-Like Nanoparticle Vaccine (RLNVax) and Study of Their Humoral Immune Activation Efficacy.  Biomaterials Science,     
29. Haolin Song, Hongyi Chen, Qinjun Chen, Hongrui Fan, Chufeng Li, Yu Wang, Shilin Zhang, Xuwen Li, Boyu Su, Tao Sun, Chen Jiang.  (2024)  Size and Charge Dual-Switchable Nanoparticles for Achieving Chemosensitization and Immune Infiltration against Pancreatic Ductal Adenocarcinoma.  ADVANCED FUNCTIONAL MATERIALS,    (2411643). 

Solution Calculators

Reviews

Customer Reviews

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.