LINAGLIPTIN

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H28N8O2
Molecular Weight	472.5422
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LINAGLIPTIN

Structure Search

SMILES

CC#CCN1C(=NC2=C1C(=O)N(CC3=NC4=CC=CC=C4C(C)=N3)C(=O)N2C)N5CCC[C@@H](N)C5

InChI

InChIKey=LTXREWYXXSTFRX-QGZVFWFLSA-N

InChI=1S/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C25H28N8O2
Molecular Weight	472.5422
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:04:55 UTC 2023` Edited by `admin` on `Fri Dec 15 16:04:55 UTC 2023`
Record UNII	3X29ZEJ4R2
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

LINAGLIPTIN

Official Name

English

TRIJARDY XR COMPONENT LINAGLIPTIN

Brand Name

English

linagliptin [INN]

Common Name

English

GLYXAMBI COMPONENT LINAGLIPTIN

Brand Name

English

BI-1356

Code

English

8-[(3R)-3-Aminopiperidin-1-yl]-7-(but-2-yn-1-yl)-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione

Systematic Name

English

LINAGLIPTIN [VANDF]

Common Name

English

(R)-8-(3-AMINO-PIPERIDIN-1-YL)-7-BUT-2-YNYL-3-METHYL-1-(4-METHYL-QUINAZOLIN-2-YLMETHYL)-3,7-DIHYDRO-PURINE-2,6-DIONE

Systematic Name

English

LINAGLIPTIN COMPONENT OF JENTADUETO

Common Name

English

BS-1356-BS

Code

English

BI1356

Code

English

1H-PURINE-2,6-DIONE, 8-((3R)-3-AMINO-1-PIPERIDINYL)-7-(2-BUTYNYL)-3,7-DIHYDRO-3-METHYL-1-((4-METHYL-2- QUINAZOLINYL)METHYL)-

Systematic Name

English

Linagliptin [WHO-DD]

Common Name

English

TRAZENTA

Brand Name

English

LINAGLIPTIN [MI]

Common Name

English

LINAGLIPTIN COMPONENT OF TRIJARDY XR

Brand Name

English

LINAGLIPTIN [USAN]

Common Name

English

BI-1356-BS

Code

English

LINAGLIPTIN [JAN]

Common Name

English

LINAGLIPTIN [ORANGE BOOK]

Common Name

English

BI-1356BS

Code

English

BI 1356

Code

English

TRAJENTA

Brand Name

English

BI 1356 BS

Code

English

LINAGLIPTIN [MART.]

Common Name

English

LINAGLIPTIN COMPONENT OF GLYXAMBI

Brand Name

English

JENTADUETO COMPONENT OF LINAGLIPTIN

Common Name

English

BS 1356 BS

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C98086

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

WHO-ATC

A10BD11

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

WHO-VATC

QA10BH05

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

WHO-ATC

A10BD19

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

LIVERTOX

NBK548554

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

WHO-VATC

QA10BD11

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

WHO-ATC

A10BH05

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

NDF-RT

N0000175913

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

Code System Code Type Description

DAILYMED

3X29ZEJ4R2

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

HSDB

8204

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

MERCK INDEX

m6819

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

Merck Index

IUPHAR

6318

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

DRUG BANK

DB08882

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

EVMPD

SUB31340

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

PUBCHEM

10096344

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

USAN

WW-122

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

MESH

C568794

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

DRUG CENTRAL

4175

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

INN

9039

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

RXCUI

1100699

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

RxNorm

ChEMBL

CHEMBL237500

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

EPA CompTox

DTXSID201021653

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

LACTMED

Linagliptin

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

CHEBI

68610

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

WIKIPEDIA

LINAGLIPTIN

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

CAS

668270-12-0

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

SMS_ID

100000115340

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

FDA UNII

3X29ZEJ4R2

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

NCI_THESAURUS

C83887

Created by admin on Fri Dec 15 16:04:55 UTC 2023 , Edited by admin on Fri Dec 15 16:04:55 UTC 2023

PRIMARY

Related Record Type Details


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

WEAK


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

Linagliptin co-administration with P-gp and CYP 3A4 inducers may reduce its efficacy because of lower linagliptin exposures; therefore, it is strongly recommended to use the alternative treatments when it is to be co- administered with P-gp or CYP 3A4 inducers.


					3X29ZEJ4R2

EXCRETED UNCHANGED

Qualification:

URINE

Amount:


					3X29ZEJ4R2

EXCRETED UNCHANGED

Qualification:

FECAL

Amount:


					RIGEZF4K05

DIPEPTIDYL PEPTIDASE 4 MEMBRANE FORM

TARGET -> INHIBITOR

Interaction Type:

INHIBITOR

Qualification:

IC50

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> INHIBITOR

Related Record Type Details


					YM71J8YOY3

N-((3R)-1-(2,3,6,7-TETRAHYDRO-7-(4-HYDROXY-2-BUTYN-1-YL)-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL-2-14C)METHYL)-2,6-DIOXO-1H-PURIN-8-YL)-3-PIPERIDINYL)ACETAMIDE

METABOLITE -> PARENT

Interaction Type:

MINOR


					3K1ZY7PE1W

5-((7-(2-BUTYN-1-YL)-2,3,6,7-TETRAHYDRO-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-2,6-DIOXO-1H-PURIN-8-YL)AMINO)-2-HYDROXYPENTANOIC ACID

METABOLITE -> PARENT

Interaction Type:

MINOR


					OXY0MZO675

4-((7-(2-BUTYN-1-YL)-2,3,6,7-TETRAHYDRO-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-2,6-DIOXO-1H-PURIN-8-YL)AMINO)BUTANOIC ACID

METABOLITE -> PARENT


					K7LRO6HCA0

8-((3R)-3-AMINO-1-PIPERIDINYL)-3,7-DIHYDRO-7-(4-HYDROXY-2-BUTYN-1-YL)-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-1H-PURINE-2,6-DIONE

METABOLITE -> PARENT

Interaction Type:

MINOR


					8V39NG6HX2

(2S,3S,4S,5R)-6-((1-(7-BUT-2-YNYL-3-METHYL-1-((4-METHYLQUINAZOLIN-2-YL)METHYL)-2,6-DIOXO-PURIN-8-YL)-3-PIPERIDYL)OXY)-3,4,5-TRIHYDROXY-TETRAHYDROPYRAN-2-CARBOXYLIC ACID

METABOLITE -> PARENT


					JVN6L30QZK

5-((7-(2-BUTYN-1-YL)-2,3,6,7-TETRAHYDRO-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-2,6-DIOXO-1H-PURIN-8-YL)AMINO)-2-OXO-PENTANOIC ACID

METABOLITE -> PARENT

Interaction Type:

MINOR


					N52MFQ770Z

8-((3S)-3-AMINO-4-OXO-1-PIPERIDYL)-7-BUT-2-YNYL-3-METHYL-1-((4-METHYLQUINAZOLIN-2-YL)METHYL)PURINE-2,6-DIONE

METABOLITE -> PARENT

Interaction Type:

MINOR


					2VM3C2G9LA

N-((3R)-1-(7-BUT-2-YNYL-3-METHYL-1-((4-METHYLQUINAZOLIN-2-YL)METHYL)-2,6-DIOXO-PURIN-8-YL)-2-HYDROXY-3-PIPERIDYL)ACETAMIDE

METABOLITE -> PARENT

Interaction Type:

MINOR


					Z82X63Q1Z5

N-((3R)-1-(7-(2-BUTYN-1-YL)-2,3,6,7-TETRAHYDRO-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-2,6-DIOXO-1H-PURIN-8-YL)-3-PIPERIDINYL)ACETAMIDE

METABOLITE -> PARENT

Interaction Type:

MINOR


					24KFS7IE11

2-((8-((3R)-3-AMINO-1-PIPERIDINYL)-7-(2-BUTYN-1-YL)-2,3,6,7-TETRAHYDRO-3-METHYL-2,6-DIOXO-1H-PURIN-1-YL)METHYL)-4-QUINAZOLINECARBOXYLIC ACID

METABOLITE -> PARENT

Interaction Type:

MINOR


					E443NQ9ZNX

3,7-DIHYDRO-7-(4-HYDROXY-2-BUTYN-1-YL)-8-((3S)-3-HYDROXY-1-PIPERIDINYL)-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-1H-PURINE-2,6-DIONE

METABOLITE -> PARENT

Interaction Type:

MINOR

Amount:


					OG9YP6VJP9

7-(2-BUTYN-1-YL)-3,7-DIHYDRO-3-METHYL-1-((4-METHYL-2-QUINAZOLINYL)METHYL)-8-(3-OXO-1-PIPERIDINYL)-1H-PURINE-2,6-DIONE

METABOLITE -> PARENT

Interaction Type:

MINOR

Amount:

Related Record Type Details


					N3W7W93LXJ

LINAGLIPTIN N-BOC IMPURITY

IMPURITY -> PARENT

Amount:


					2U6HE75USV

LINAGLIPTIN S ISOMER

IMPURITY -> PARENT

Amount:

Related Record Type Details


					3X29ZEJ4R2

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Tmax	PHARMACOKINETIC

ORAL BIOAVAILABILITY	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC