Key Documents

Ximelagatran

Name: Ximelagatran
Brand: SIGMA

≥98% (HPLC), Thrombin inhibitor, powder

Synonym(s):

H 376/95, N-[(1R)-1-Cyclohexyl-2-[(2S)-2-[[[[4-[(hydroxyamino)iminomethyl]phenyl]methyl]amino]carbonyl]-1-azetidinyl]-2-oxoethyl]-glycine ethyl ester

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₃₅N₅O₅

CAS Number:

192939-46-1

Molecular Weight:

473.57

UNSPSC Code:

51111800

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Ximelagatran, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

N/C(C1=CC=C(CNC([C@@H]2CCN2C([C@@H](C3CCCCC3)NCC(OCC)=O)=O)=O)C=C1)=N/O

InChI

1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1

InChI key

ZXIBCJHYVWYIKI-PZJWPPBQSA-N

Description

Biochem/physiol Actions

Orally active direct thrombin inhibitor; prodrug of melagatran.

Ximelagatran is orally active, selective and potent direct thrombin inhibitor. Ximelagatran is a prodrug of thrombin inhibitor melagatran.

It inhibits both clot-bound and free thrombin. It is quickly absorbed by the small intestine and converted to its active dipeptide drug form, Melagatran. Melagatran associates with the arginine side pocket in thrombin and inactivates it. Ximelagatran has a half-life of 4-5 hours. It is administered orally twice a day.

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This Item	444300	SMB00981	PHR1274
Sigma-Aldrich SML1768 Ximelagatran	Sigma-Aldrich 444300 Melatonin	Sigma-Aldrich SMB00981 2-Hydroxymelatonin	Supelco PHR1274 Melamine
description ≥98% (HPLC)	description A hormone that has been postulated as the mediator of photo-induced anti-gonadotropic activity in photoperiodic mammals.	description ≥95% (HPLC)	description Pharmaceutical Secondary Standard; Certified Reference Material
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay -
form powder	form powder	form solid	form -
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 300
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-30°C
solubility DMSO: 20 mg/mL, clear	solubility methanol: 50 mg/mL	solubility -	solubility -
color white to beige	color white to slightly yellow	color -	color -

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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