tert-Butyl carbazate solution - 1.0M in dichloromethane , CAS No.870-46-2

CAS: 870-46-2 Cat. No.: T466111 Peso molecular: 132.16 Beilstein Registry Number: 1756967 Número EC: 212-795-3

GRADE & PURITY 1.0M in dichloromethane

Synonyms

1-Boc hydrazine(BOC-NHNH2) | carbazi acid tert-butyl ester | monoBOC-hydrazine | N-[(t-Butyloxy)carbonyl]hydrazine | tert-Butyl carbazate | AS-13557 | iert-butyl carbazate | NSC60250 | teri-butyl carbazate | hydrazinecarboxylic acid tert-butylester | STK0

Storage

Room temperature

Descripción general

Description

Employed in a palladium-catalyzed cross-coupling with vinyl halides leading toN-Boc-N-alkenylhydrazines.Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.

Application

Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.

Specifications

Sinónimos

1-Boc hydrazine(BOC-NHNH2) | carbazi acid tert-butyl ester | monoBOC-hydrazine | N-[(t-Butyloxy)carbonyl]hydrazine | tert-Butyl carbazate | AS-13557 | iert-butyl carbazate | NSC60250 | teri-butyl carbazate | hydrazinecarboxylic acid tert-butylester | STK0

Especificaciones y pureza

1.0M in dichloromethane

Condiciones de almacenamiento de almacenamiento

Room temperature

Nombres e identificadores

• Pubchem Sid: 488184468
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184468
• Sonrisas canónicas: CC(C)(C)OC(=O)NN
• IUPAC Name: tert-butyl N-aminocarbamate
• InChIKey: DKACXUFSLUYRFU-UHFFFAOYSA-N
• INCHI: 1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)
• Isómeros SMILES: CC(C)(C)OC(=O)NN
• WGK Alemania: 3
• CAS alternativo: 870-46-2
• Número NSC: 60250
• Número ONU: 1325
• Grupo de embalaje: III
• Términos de entrada MeSH: tert-butyl carbazate
• Peso molecular: 132.16
• Beilstein: 1756967
• Reaxy-Rn: 1756967
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1756967&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Hydrazinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Hydrazinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydrazinecarboxylic acid esters
• Alternative Parents: Organic carbonic acids and derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hydrazinecarboxylic acid ester - Carbonic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydrazinecarboxylic acid esters. These are ester derivatives of hydrazinecarboxylic acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Sensibilidad: Heat sensitive
• Índice de refracción: 1.427
• Punto de inflamación (°F): 197.6 °F
• Punto de inflamación (°C): 91 °C
• Punto de ebullición (°C): 63-65°C
• Punto de fusión (°C): 37-41°C
• Peso molecular: 132.160 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 132.09 Da
• Monoisotopic Mass: 132.09 Da
• Topological Polar Surface Area: 64.400 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 106.000
• 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: 1

Referencias

1. Minglong Huang, Xin Wang, Jialin Xing, Bowen Zhang, Lurong Zhang, Yaqiao Li, Hongying Xiao, Qing Wang, Jun Yuan, Yafan Xiao, Zhenzhen Zhao, Zhonggui He, Lingxiao Li, Bingjun Sun.  (2025)  A fatty acid modification strategy to improve the binding affinity of Epirubicin to human serum albumin for efficient cancer therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.165724]

2. Yongli Shi, Xiaofei Pan, Suyue Xu, Huiqing Zhu, Bingqian Zhao, Zeyu Sun, Ruoyi Dong, Na Li, Xueyan Hou, Xue Yang.  (2023)  Synthesis of the pH-sensitive nanoparticles based on the acylhydrazone bonds conjugated doxorubicin and studies on their in vivo anti-tumor effects.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:37597438] [10.1016/j.ejmech.2023.115715]

3. Chongzhi Wang, YiKai Tang, Yang Yuan, Cheng Li, Wei Wu, Xiqun Jiang.  (2023)  Phenylboronic acid-modified nanoscale multi-arm polymers for tumor-targeted therapy.  Biomaterials Science,  11  (12): (4281-4288).  [PMID:37057645] [10.1039/D3BM00315A]

4. Dandan Li, Xinyue Wei, Weili Xue, Liangbo Xu, Ziyin Xiang, Sihang Liu, Tian Yang, Shengfu Chen.  (2022)  Size Effect of Zwitterionic Peptide-Based Nanoscale Micelles on Cancer Therapy.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.2c01665]

5. Xiangyu Wei, Chunyan Cui, Chuanchuan Fan, Tengling Wu, Yuan Li, Xiaoping Zhang, Kuan Wang, Yudi Pang, Puqing Yao, Jianhai Yang.  (2022)  Injectable hydrogel based on dodecyl-modified N-carboxyethyl chitosan/oxidized konjac glucomannan effectively prevents bleeding and postoperative adhesions after partial hepatectomy.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:34999041] [10.1016/j.ijbiomac.2021.12.193]

6. Xinming Li, Peng Liu.  (2021)  Acid-triggered degradable polyprodrug with drug as unique repeating unit for long-acting drug delivery with minimal leakage.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:34474868] [10.1016/j.msec.2021.112317]

7. Xiaoping Zhang, Yuanning Lyu, Yang Liu, Rong Yang, Bo Liu, Jia Li, Ziyang Xu, Qian Zhang, Jianhai Yang, Wenguang Liu.  (2021)  Artificial apoptotic cells/VEGF-loaded injectable hydrogel united with immunomodification and revascularization functions to reduce cardiac remodeling after myocardial infarction.  Nano Today,      [PMID:] [10.1016/j.nantod.2021.101227]

8. Yuanning Lyu, Jinghui Xie, Yang Liu, Meng Xiao, Yuan Li, Jianhai Yang, Jun Yang, Wenguang Liu.  (2020)  Injectable Hyaluronic Acid Hydrogel Loaded with Functionalized Human Mesenchymal Stem Cell Aggregates for Repairing Infarcted Myocardium.  ACS Biomaterials Science & Engineering,      [PMID:33320638] [10.1021/acsbiomaterials.0c01344]

9. Weili Xue, Ashish Trital, Jian Shen, Longgang Wang, Shengfu Chen.  (2020)  Zwitterionic Polypeptide-Based Nanodrug Augments pH-Triggered Tumor Targeting via Prolonging Circulation Time and Accelerating Cellular Internalization.  ACS Applied Materials & Interfaces,      [PMID:32893614] [10.1021/acsami.0c11747]

10. Yang Xu, Gonggong Lu, Manyu Chen, Peilei Wang, Zhulian Li, Xiaowen Han, Jie Liang, Yong Sun, Yujiang Fan, Xingdong Zhang.  (2020)  Redox and pH dual-responsive injectable hyaluronan hydrogels with shape-recovery and self-healing properties for protein and cell delivery.  CARBOHYDRATE POLYMERS,      [PMID:33049867] [10.1016/j.carbpol.2020.116979]

11. Shangzhi Li, Minjie Pei, Tingting Wan, Hongjun Yang, Shaojin Gu, Yongzhen Tao, Xin Liu, Yingshan Zhou, Weilin Xu, Pu Xiao.  (2020)  Self-healing hyaluronic acid hydrogels based on dynamic Schiff base linkages as biomaterials.  CARBOHYDRATE POLYMERS,      [PMID:33049836] [10.1016/j.carbpol.2020.116922]

12. Yiyuan Duan, Xuguang Li, Xingang Zuo, Tao Shen, Shan Yu, Linhong Deng, Changyou Gao.  (2019)  Migration of endothelial cells and mesenchymal stem cells into hyaluronic acid hydrogels with different moduli under induction of pro-inflammatory macrophages.  Journal of Materials Chemistry B,  7  (36): (5478-5489).  [PMID:31415053] [10.1039/C9TB01126A]

13. Huiming Liu, Xiaoguang Shi, Di Wu, Frewein Kahsay Khshen, Liandong Deng, Anjie Dong, Weiwei Wang, Jianhua Zhang.  (2019)  Injectable, Biodegradable, Thermosensitive Nanoparticles-Aggregated Hydrogel with Tumor-Specific Targeting, Penetration, and Release for Efficient Postsurgical Prevention of Tumor Recurrence.  ACS Applied Materials & Interfaces,      [PMID:31070356] [10.1021/acsami.9b01987]

14. Muyang Yang, Lixia Yu, Ruiwei Guo, Anjie Dong, Cunguo Lin, Jianhua Zhang.  (2018)  A Modular Coassembly Approach to All-In-One Multifunctional Nanoplatform for Synergistic Codelivery of Doxorubicin and Curcumin.  Nanomaterials,  8  (3): (167).  [PMID:29543780] [10.3390/nano8030167]

15. Aili Suo, Junmin Qian, Minghui Xu, Weijun Xu, Yaping Zhang, Yu Yao.  (2017)  Folate-decorated PEGylated triblock copolymer as a pH/reduction dual-responsive nanovehicle for targeted intracellular co-delivery of doxorubicin and Bcl-2 siRNA.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:28482576] [10.1016/j.msec.2017.03.124]

16. Min Zhang, Jia Liu, Ying Kuang, Qilin Li, Di-Wei Zheng, Qiongfang Song, Hui Chen, Xueqin Chen, Yanglin Xu, Cao Li, Bingbing Jiang.  (2017)  Ingenious pH-sensitive dextran/mesoporous silica nanoparticles based drug delivery systems for controlled intracellular drug release.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:28174081] [10.1016/j.ijbiomac.2017.01.136]

17. Zhen Wang, Guanglong Ma, Juan Zhang, Zhefan Yuan, Longgang Wang, Matthew Bernards, Shengfu Chen.  (2015)  Surface protonation/deprotonation controlled instant affinity switch of nano drug vehicle (NDV) for pH triggered tumor cell targeting.  BIOMATERIALS,      [PMID:26046750] [10.1016/j.biomaterials.2015.05.020]

18. Minghui Xu, Junmin Qian, Aili Suo, Weijun Xu, Rongrong Liu, Hongjie Wang.  (2015)  Stimuli-responsive terpolymer mPEG-b-PDMAPMA-b-PAH mediated co-delivery of adriamycin and siRNA to enhance anticancer efficacy.  RSC Advances,  5  (27): (20890-20899).  [PMID:] [10.1039/C5RA00348B]

19. Chongzhi Wang, YiKai Tang, Cheng Li, Wei Wu, Xiqun Jiang.  (2024)  Acid-triggered size reduction of nanomedicines for enhancing tumor therapy efficacy.  Biomaterials Science,      [PMID:39679562] [10.1039/D4BM01121J]

20. Yu Yuanhao, Zuo Shiyi, Song Jiaxuan, Li Lingxiao, Liu Tian, Guo Jiayu, Li Yaqiao, Wang Danping, Lu Qi, Wang Helin, Zhou Dun, He Zhonggui, Liu Xiaohong, Sun Bingjun, Sun Jin.  (2024)  Balancing efficacy and safety of doxorubicin-loaded albumin nanoparticles utilizing pH-sensitive doxorubicin-fatty acid prodrugs.  Nano Research,      [PMID:] [10.1007/s12274-024-6533-5]