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Nateglinide

Nateglinide Structure
CAS No.
105816-04-4
Chemical Name:
Nateglinide
Synonyms
STARLIX;N-(Trans-4-Isopropylcyclohexyl-1-Carbonyl)-D-Phenylalamine;ay4166;A-4166;Fastic;Glinate;DJN 608;Starsis;Natelide;Fastic-d5
CBNumber:
CB9472923
Molecular Formula:
C19H27NO3
Molecular Weight:
317.42
MOL File:
105816-04-4.mol
MSDS File:
SDS
Modify Date:
2024/11/16 15:32:52

Nateglinide Properties

Melting point 137-141°C
alpha D20 -9.4° (c = 1 in methanol)
Boiling point 527.6±39.0 °C(Predicted)
Density 1.104±0.06 g/cm3(Predicted)
storage temp. room temp
solubility DMSO: >5mg/mL
pka 3.61±0.10(Predicted)
form solid
color white to off-white
Merck 14,6428
CAS DataBase Reference 105816-04-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P201-P202-P281-P308+P313-P405-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25-36
WGK Germany  3
RTECS  SQ7318950
HS Code  29242990
Toxicity LD50 orally in rats: >2.0 g/kg (Hasegawa)
NFPA 704
0
2 0

Nateglinide price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N3538 Nateglinide ≥98% (HPLC), solid 105816-04-4 10MG ₹25124.83 2022-06-14 Buy
TCI Chemicals (India) N0912 Nateglinide 105816-04-4 500MG ₹5800 2022-05-26 Buy
TCI Chemicals (India) N0912 Nateglinide 105816-04-4 1G ₹9700 2022-05-26 Buy
TCI Chemicals (India) N0912 Nateglinide 105816-04-4 5G ₹16200 2022-05-26 Buy
Product number Packaging Price Buy
N3538 10MG ₹25124.83 Buy
N0912 500MG ₹5800 Buy
N0912 1G ₹9700 Buy
N0912 5G ₹16200 Buy

Nateglinide Chemical Properties,Uses,Production

Description

Nateglinide is a N-acylated D-phenylalanine marketed in Japan as novel orally active insulinotropic agent for the treatment of type-2 diabetes mellitus. It belongs to the class of nonsulfonylureas and shows some structural similarity to repaglinide, the only other representative in this family. In single pancreatic beta-cells isolated from rats, Nateglinide was found to specifically block the ATP-sensitive K+ channel resulting in an increase in intracellular calcium concentration. This primary action would underlie the mechanism by which Nateglinide markedly stimulates or potentiates, depending on glucose concentrations, insulin secretion from pancreatic beta-cells. Clinical studies demonstrated a good safety profile with a low potential for hypoglycemia. The pharmacokinetic profile was consistent with the changes of the blood glucose and plasma insulin level. Interestingly, Nateglinide exerts a rapid onset and short duration of action due to a rapid absorption and clearance. Unlike other similar agents, Nateglinide suppresses postprandial glucose elevations.

Chemical Properties

Cyrstalline Solid

Definition

ChEBI: An N-acyl-D-phenylalanine resulting from the formal condensation of the amino group of D-phenylalanine with the carboxy group of trans-4-isopropylcyclohexanecarboxylic acid. An orally-ad inistered, rapidly-absorbed, short-acting insulinotropic agent, it is used for the treatment of type 2 diabetes mellitus.

General Description

Although nateglinide, N-(4-isopropylcyclohexanecarbonyl)-D-phenylalanine (Starlix), belongs tothe metaglinides, it is a phenylalanine derivative and representsa novel drug in the management of type 2 diabetes.

Mechanism of action

Approved in the United States in late 2000, nateglinide is a rapidly absorbed insulin secretagogue that has a mechanism of action similar to that of repaglinide, with effects appearing within 20 minutes following oral dosing. Bioavailability is 73%, and it is 98% protein bound, primarily to albumin. Nateglinide is tissue selective, with low affinity for cardiac and skeletal muscle.

Metabolism

It is metabolized in the liver, with 16% excreted in the urine unchanged. The major metabolites are hydroxyl derivatives (CYP2C9, 70%; CYP3A4, 30%) that are further conjugated to the glucuronide derivatives.

Nateglinide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 476)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Cadila Pharmaceuticals Ltd +91-7069076657 +91-7069076657 Ahmedabad, India 53 58 Inquiry
KARPSCHEM LABORATORIES +91-7249203006 +91-7249203006 Maharashtra, India 786 58 Inquiry
Cipla Ltd +912224826000 Maharashtra, India 133 58 Inquiry
Hetero Drugs Limited +91-4023704923 +91-4023704923 Telangana, India 296 58 Inquiry
Unichem Laboratories Ltd +91-2266888333 +91-2266888333 Maharashtra, India 62 58 Inquiry
Dayaram Pharma Chem +91-9601766800 +91-9601766800 Gujarat, India 61 58 Inquiry
Ralington Pharma +91-7948911722 +91-9687771722 Gujarat, India 1350 58 Inquiry
Ind Swift Laboratories Ltd +91-1126226140 +91-1126226140 New Delhi, India 26 58 Inquiry
Niksan Pharmaceutical +91-9537871777 +91-9537871777 Gujarat, India 39 58 Inquiry
Shivam Pharma Chemicals 91-22-26403900 Maharashtra, India 656 58 Inquiry

Nateglinide Spectrum

(-)-n-(trans-4-isopropylcyclohexanecarbonyl)-d-phenylalanine ay4166 Nateglinide(H) trans-d-phenylalanin trans-d-phenylalanine NATAGLINIDE Nateglinide (200 mg) Glinate Natelide AY 4166-d5 DJN 608-d5 D-Nateglinide-d5 Fastic-d5 Glinate-d5 N-[[trans-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine-d5 Natelide-d5 SDZ-DJN 608-d5 Senaglinide-d5 Starlix DS-d5 Starlix-d5 Starsis-d5 Nateglinide (Starlix) Nateglinide(A-4166) (R)-2-((1r,4R)-4-isopropylcyclohexanecarboxamido)-3-phenylpropanoic acid Nateglinide(3-Phenyl-2-(4-propan-2-ylcyclohexyl)carbonylamino-propanoicacid) Fastic, N-[(trans-4-Isopropylcyclohexyl)carbonyl]-D-phenylalanine, Starlix, Starsis N-(4α-Isopropylcyclohexane-1β-yl)carbonyl-D-phenylalanine N-[[4α-(1-Methylethyl)cyclohexan-1β-yl]carbonyl]-D-phenylalanine N-[[4β-(1-Methylethyl)cyclohexan-1α-yl]carbonyl]-D-phenylalanine Nateglinide Solution, 100ppm trans-n-((4-(1-methylethyl)cyclohexyl)carbonyl)-d-phenylalanine 3-phenyl-2-(4-propan-2-ylcyclohexyl)carbonylamino-propanoic acid A-4166 N-[[TRANS-4-(1-METHYLETHYL)CYCLOHEXYL]CARBONYL]-D-PHENYLALANINE NATEGLINIDE Nagteglinide Nagelienai nateglinide Nateglinide intermediate N-(trans-4-isopropylcyclohexylcarbonyl)-D-phenylamine Starlix, A-4166, N-[[trans-4-(1-methylethyl)cyclohexyl]carbonyl]-D-phenylalanine, H-TYPE NATEGLINIDE N-(TRANE-4-ISO-PROPYLCYLOLOHEXYLCARBOXYL)-D-PHENYLPROPYLICACID(NATEGLINIDE) DJN 608 D-Nateglinide D-Phenylalanine, N-[[4-(1-methylethyl)cyclohexyl]carbonyl]-, trans- D-Phenylalanine, N-[[trans-4-(1-methylethyl)cyclohexyl]carbonyl]- (9CI) Fastic SDZ-DJN 608 Senaglinide Starlix DS Starsis n-(trans-4-Isopropylcylolohexylcarboxyl)-d-phenylpropylicacid N-[[4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine (2R)-2-[[oxo-(4-propan-2-ylcyclohexyl)methyl]amino]-3-phenylpropanoic acid Nateglinide 105816-04-4 CAS NO.105816-04-4 Nateglinide, 98%, an insulin secretagog agent Nateglinide RS Nateglinide>