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3-Amino-2-hydroxyhexanoic acid, also known as AHHA, is a chemical compound with the molecular formula C6H13NO3. It is an important intermediate for the synthesis of pharmaceuticals, particularly for the production of antifungal agents such as griseofulvin. AHHA is a versatile building block in organic synthesis and has a wide range of applications in the pharmaceutical industry. It is also used in the production of biodegradable polymers and as a chiral building block for the synthesis of various complex molecules. AHHA has potential therapeutic applications and is being researched for its potential as a drug candidate for various medical conditions.

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  • 166196-05-0 Structure
  • Basic information

    1. Product Name: 3-Amino-2-hydroxyhexanoic acid
    2. Synonyms: 3-Amino-2-hydroxyhexanoic acid
    3. CAS NO:166196-05-0
    4. Molecular Formula: C6H13NO3
    5. Molecular Weight: 147.17
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 166196-05-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 337.0±27.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.185
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 3.04±0.32(Predicted)
    10. CAS DataBase Reference: 3-Amino-2-hydroxyhexanoic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-Amino-2-hydroxyhexanoic acid(166196-05-0)
    12. EPA Substance Registry System: 3-Amino-2-hydroxyhexanoic acid(166196-05-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 166196-05-0(Hazardous Substances Data)

166196-05-0 Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-2-hydroxyhexanoic acid is used as an intermediate for the synthesis of pharmaceuticals, particularly for the production of antifungal agents such as griseofulvin.
Used in Organic Synthesis:
3-Amino-2-hydroxyhexanoic acid is used as a versatile building block in organic synthesis for the production of various complex molecules.
Used in Production of Biodegradable Polymers:
3-Amino-2-hydroxyhexanoic acid is used as a chiral building block in the production of biodegradable polymers.
Used in Drug Development:
3-Amino-2-hydroxyhexanoic acid is used as a potential drug candidate for various medical conditions and is being researched for its therapeutic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 166196-05-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,6,1,9 and 6 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 166196-05:
(8*1)+(7*6)+(6*6)+(5*1)+(4*9)+(3*6)+(2*0)+(1*5)=150
150 % 10 = 0
So 166196-05-0 is a valid CAS Registry Number.

166196-05-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-AMINO-2-HYDROXY-HEXANOIC ACID

1.2 Other means of identification

Product number -
Other names 3-amino-2-hydroxyhexanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:166196-05-0 SDS

166196-05-0Downstream Products

166196-05-0Relevant articles and documents

Azetidines and spiro azetidines as novel P2 units in hepatitis C virus NS3 protease inhibitors

Bondada, Lavanya,Rondla, Ramu,Pradere, Ugo,Liu, Peng,Li, Chengwei,Bobeck, Drew,McBrayer, Tamara,Tharnish, Philip,Courcambeck, Jerome,Halfon, Philippe,Whitaker, Tony,Amblard, Franck,Coats, Steven J.,Schinazi, Raymond F.

, p. 6325 - 6330 (2013/11/19)

Herein, we report the synthesis and structure-activity relationship studies of new analogs of boceprevir 1 and telaprevir 2. Introduction of azetidine and spiroazetidines as a P2 substituent that replaced the pyrrolidine moiety of 1 and 2 led to the disco

Discovery of SCH446211 (SCH6): A new ketoamide inhibitor of the HCV NS3 serine protease and HCV subgenomic RNA replication

Bogen, Stéphane L.,Arasappan, Ashok,Bennett, Frank,Chen, Kevin,Jao, Edwin,Liu, Yi-Tsung,Lovey, Raymond G.,Venkatraman, Srikanth,Pan, Weidong,Parekh, Tajel,Pike, Russel E.,Ruan, Sumei,Liu, Rong,Baroudy, Bahige,Agrawal, Sony,Chase, Robert,Ingravallo, Paul,Pichardo, John,Prongay, Andrew,Brisson, Jean-Marc,Hsieh, Tony Y.,Cheng, Kuo-Chi,Kemp, Scott J.,Levy, Odile E.,Lim-Wilby, Marguerita,Tamura, Susan Y.,Saksena, Anil K.,Girijavallabhan, Viyyoor,Njoroge, F. George

, p. 2750 - 2757 (2007/10/03)

Introduction of various modified prolines at P2 and optimization of the P1 side chain led to the discovery of SCH6 (24, Table 2), a potent ketoamide inhibitor of the HCV NS3 serine protease. In addition to excellent enzyme potency (Ki* = 3.8 nM), 24 was also found to be a potent inhibitor of HCV subgenomic RNA replication with IC50 and IC90 of 40 and 100 nM, respectively. Recently, antiviral activity of 24 was demonstrated with inhibition of the full-length genotype 2a HCV genome. In addition, 24 was found to restore the responsiveness of the interferon regulatory factor 3 (IRF-3) in cells containing HCV RNA replicons.

Novel potent hepatitis C virus NS3 serine protease inhibitors derived from proline-based macrocycles

Chen, Kevin X.,Njoroge, F. George,Arasappan, Ashok,Venkatraman, Srikanth,Vibulbhan, Bancha,Yang, Weiying,Parekh, Tejal N.,Pichardo, John,Prongay, Andrew,Cheng, Kuo-Chi,Butkiewicz, Nancy,Yao, Nanhua,Madison, Vincent,Girijavallabhan, Viyyoor

, p. 995 - 1005 (2007/10/03)

The hepatitis C virus (HCV) NS3 protease is essential for viral replication. It has been a target of choice for intensive drug discovery research. On the basis of an active pentapeptide inhibitor, 1, we envisioned that macrocyclization from the P2 proline

Potent 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid-based macrocyclic inhibitors of hepatitis C virus NS3 protease

Chen, Kevin X.,Njoroge, F. George,Pichardo, John,Prongay, Andrew,Butkiewicz, Nancy,Yao, Nanhua,Madison, Vincent,Girijavallabhan, Viyyoor

, p. 567 - 574 (2007/10/03)

The NS3 protease of hepatitis C virus (HCV) has emerged as one of the best characterized targets for next-generation HCV therapy. The tetrapeptide 1 and pentapeptide 2 are α-ketoamide-type HCV serine protease inhibitors with modest potency. We envisioned

Discovery of (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3- [2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6, 6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide (SCH 503034), a selective, potent, orally bioavailable hepatitis C virus NS3 protease inhibitor: A potential therapeutic agent for the treatment of hepatitis C infection

Venkatraman, Srikanth,Bogen, Stéphane L.,Arasappan, Ashok,Bennett, Frank,Chen, Kevin,Jao, Edwin,Liu, Yi-Tsung,Lovey, Raymond,Hendrata, Siska,Huang, Yuhua,Pan, Weidong,Parekh, Tejal,Pinto, Patrick,Popov, Veljko,Pike, Russel,Ruan, Sumei,Santhanam, Bama,Vibulbhan, Bancha,Wu, Wanli,Yang, Weiying,Kong, Jianshe,Liang, Xiang,Wong, Jesse,Liu, Rong,Butkiewicz, Nancy,Chase, Robert,Hart, Andrea,Agrawal, Sony,Ingravallo, Paul,Pichardo, John,Kong, Rong,Baroudy, Bahige,Malcolm, Bruce,Guo, Zhuyan,Prongay, Andrew,Madison, Vincent,Broske, Lisa,Cui, Xiaoming,Cheng, Kuo-Chi,Hsieh, Yunsheng,Brisson, Jean-Marc,Prelusky, Danial,Korfmacher, Walter,White, Ronald,Bogdanowich-Knipp, Susan,Pavlovsky, Anastasia,Bradley, Prudence,Saksena, Anil K.,Ganguly, Ashit,Piwinski, John,Girijavallabhan, Viyyoor,Njoroge, F. George

, p. 6074 - 6086 (2007/10/03)

Hepatitis C virus (HCV) infection is the major cause of chronic liver disease, leading to cirrhosis and hepatocellular carcinoma, which affects more than 170 million people worldwide. Currently the only therapeutic regimens are subcutaneous interferon-α or polyethylene glycol (PEG)-interferon-α alone or in combination with oral ribavirin. Although combination therapy is reasonably successful with the majority of genotypes, its efficacy against the predominant genotype (genotype 1) is moderate at best, with only about 40% of the patients showing sustained virological response. Herein, the SAR leading to the discovery of 70 (SCH 503034), a novel, potent, selective, orally bioavailable NS3 protease inhibitor that has been advanced to clinical trials in human beings for the treatment of hepatitis C viral infections is described. X-ray structure of inhibitor 70 complexed with the NS3 protease and biological data are also discussed.

Design and synthesis of depeptidized macrocyclic inhibitors of hepatitis C NS3-4A protease using structure-based drug design

Venkatraman, Srikanth,Njoroge, F. George,Girijavallabhan, Viyyoor M.,Madison, Vincent S.,Yao, Nanua H.,Prongay, Andrew J.,Butkiewicz, Nancy,Pichardo, John

, p. 5088 - 5091 (2007/10/03)

Hepatitus C virus (HCV) NS3, when bound to NS4A cofactor, facilitates development of mature virons by catalyzing cleavage of a polyprotein to form functional and structural proteins of HCV. The enzyme has a shallow binding pocket at the catalytic site, ma

NOVEL KETOAMIDES WITH CYCLIC P4'S AS INHIBITORS OF NS3 SERINE PROTEASE OF HEPATITIS C VIRUS

-

Page/Page column 62-63, (2008/06/13)

The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

NOVEL COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE

-

Page/Page column 62-63, (2008/06/13)

The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

CYCLOBUTENEDIONE GROUPS-CONTAINING COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE

-

Page/Page column 65, (2010/02/14)

The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

NOVEL COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE

-

Page/Page column 64, (2010/02/14)

The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

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