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1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID, also known as IPBT-5CA (306935-41-1), is a chemical compound that functions as a highly selective agonist for the human orphan G-protein-coupled receptor GPR109b (EC50 = 400 nM). It exhibits no activity at the closely related high-affinity niacin receptor GPR109a, making it a potentially valuable compound for specific applications in the pharmaceutical and biotechnology industries.

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  • 306935-41-1 Structure
  • Basic information

    1. Product Name: 1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID
    2. Synonyms: BUTTPARK 36\04-50;IBC 293;1-ISOPROPYL-1H-BENZO[D][1,2,3]TRIAZOLE-5-CARBOXYLIC ACID;1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID;1-ISOPROPYL-1H-BENZOTRIAZOLE-5-CARBOXYLIC ACID;1-ISOPROPYLBENZOTRIAZOLE-5-CARBOXYLIC ACID;1-(1-METHYLETHYL)-1H-BENZOTRIAZOLE-5-CARBOXYLIC ACID;1-Isopropyl-1,2,3-benzotriazole-5-carboxylic acid
    3. CAS NO:306935-41-1
    4. Molecular Formula: C10H11N3O2
    5. Molecular Weight: 205.21
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 306935-41-1.mol
  • Chemical Properties

    1. Melting Point: 229-230°C
    2. Boiling Point: 413.9°Cat760mmHg
    3. Flash Point: 204.1°C
    4. Appearance: /
    5. Density: 1.37g/cm3
    6. Vapor Pressure: 1.36E-07mmHg at 25°C
    7. Refractive Index: 1.655
    8. Storage Temp.: Store at RT
    9. Solubility: Soluble in DMSO (up to 25 mg/ml).
    10. PKA: 3.50±0.30(Predicted)
    11. Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
    12. CAS DataBase Reference: 1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
    13. NIST Chemistry Reference: 1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID(306935-41-1)
    14. EPA Substance Registry System: 1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID(306935-41-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 306935-41-1(Hazardous Substances Data)

306935-41-1 Usage

Uses

Used in Pharmaceutical Research:
1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID is used as a research compound for studying the role and function of the GPR109b receptor in various biological processes. Its high selectivity for GPR109b makes it a valuable tool in understanding the receptor's involvement in different pathways and its potential as a therapeutic target.
Used in Drug Development:
1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID is used as a lead compound in the development of new drugs targeting the GPR109b receptor. Its selectivity for this receptor may lead to the creation of novel therapeutics for conditions where GPR109b plays a significant role, such as certain metabolic disorders or inflammatory diseases.
Used in Biotechnology Applications:
1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID is used as a molecular probe in biotechnology to investigate the interactions between GPR109b and other proteins or molecules. This can help in identifying potential drug targets or designing new molecules with improved selectivity and efficacy.
Used in Diagnostics:
1-ISOPROPYL-1H-1,2,3-BENZOTRIAZOLE-5-CARBOXYLIC ACID can be used as a diagnostic agent to detect the presence or activity of the GPR109b receptor in biological samples. This may be particularly useful in the context of disease diagnosis or monitoring treatment response in patients.

Biological Activity

Highly selective agonist for GPR109B (HM74), the human orphan G-protein-coupled receptor expressed in adipocytes. Selective for GPR109B over closely related niacin receptor GPR109A (HM74A); EC 50 values are 400 nM and > 1 μ M respectively. In vitro, inhibits isoproterenol-stimulated lipolysis in isolated human adipocytes.

References

1) Semple et al. (2006) 1-Alkyl-benzotriazole-5-carboxylic acids are highly selective agonists of the human orphan G-protein-coupled receptor GPR109b; J. Med. Chem., 49 1227

Check Digit Verification of cas no

The CAS Registry Mumber 306935-41-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,6,9,3 and 5 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 306935-41:
(8*3)+(7*0)+(6*6)+(5*9)+(4*3)+(3*5)+(2*4)+(1*1)=141
141 % 10 = 1
So 306935-41-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H11N3O2/c1-6(2)13-9-4-3-7(10(14)15)5-8(9)11-12-13/h3-6H,1-2H3,(H,14,15)

306935-41-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-propan-2-ylbenzotriazole-5-carboxylic acid

1.2 Other means of identification

Product number -
Other names FSLLRY-NH2

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:306935-41-1 SDS

306935-41-1Downstream Products

306935-41-1Relevant articles and documents

1-Alkyl-benzotriazole-5-carboxylic acids are highly selective agonists of the human orphan G-protein-coupled receptor GPR109b

Semple, Graeme,Skinner, Philip J.,Cherrier, Martin C.,Webb, Peter J.,Sage, Carleton R.,Tamura, Susan Y.,Chen, Ruoping,Richman, Jeremy G.,Connolly, Daniel T.

, p. 1227 - 1230 (2007/10/03)

1-Substituted benzotriazole carboxylic acids have been identified as the first reported examples of selective small-molecule agonists of the human orphan G-protein-coupled receptor GPR109b (HM74), a low-affinity receptor for the HDL-raising drug niacin. N

BENZOTRIAZOLES AND METHODS OF PROPHYLAXIS OR TREATMENT OF METABOLIC-RELATED DISORDERS THEREOF

-

Page/Page column 47, (2008/06/13)

The present invention relates to certain benzotriazole carboxylic acid or ester derivatives of Formula (I), pharmaceutically acceptable salts and solvates thereof, which exhibit useful pharmaceutical properties, for example, as agonists for the GPCR refer

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