BURIXAFOR

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H51N8O3P
Molecular Weight	566.7194
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=CC(=NC(NC[C@H]2CC[C@H](CNCCCNC3CCCCC3)CC2)=N1)N4CCN(CCP(O)(O)=O)CC4

InChI

InChIKey=QLVSJMZJSABWRX-YHBQERECSA-N

InChI=1S/C27H51N8O3P/c28-25-19-26(35-15-13-34(14-16-35)17-18-39(36,37)38)33-27(32-25)31-21-23-9-7-22(8-10-23)20-29-11-4-12-30-24-5-2-1-3-6-24/h19,22-24,29-30H,1-18,20-21H2,(H2,36,37,38)(H3,28,31,32,33)/t22-,23-

HIDE SMILES / InChI

Molecular Formula	C27H51N8O3P
Molecular Weight	566.7194
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30095739 | https://www.ncbi.nlm.nih.gov/pubmed/29631102

Burixafor is an orally bioavailable inhibitor of CXC chemokine receptor 4 (CXCR4) with receptor binding and hematopoietic stem cell-mobilization activities. Burixafor binds to the chemokine receptor CXCR4, thereby preventing the binding of stromal derived factor-1 (SDF-1 or CXCL12) to the CXCR4 receptor and subsequent receptor activation; this may induce the mobilization of hematopoietic stem and progenitor cells from the bone marrow into the blood. CXC motif chemokine receptor 4 (CXCR4) blockade is pursued as an alternative to mesenchymal stem cell treatment after heart transplantation. The augmentation of conventional mycophenolate mofetil plus corticosteroids with a CXCR4 antagonist is potentially effective in improving outcomes after heart transplantation in humans

Originator

Approval Year

PubMed

Title	Date	PubMed
CXCR4 Antagonist Reduced the Incidence of Acute Rejection and Controlled Cardiac Allograft Vasculopathy in a Swine Heart Transplant Model Receiving a Mycophenolate-based Immunosuppressive Regimen.	2018-12	30095739

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:42:50 GMT 2025` Edited by `admin` on `Mon Mar 31 19:42:50 GMT 2025`
Record UNII	2G17Y0Q20G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BURIXAFOR

Official Name

English

burixafor [INN]

Preferred Name

English

PHOSPHONIC ACID, P-(2-(4-(6-AMINO-2-(((TRANS-4-(((3-(CYCLOHEXYLAMINO)PROPYL)AMINO)METHYL)CYCLOHEXYL)METHYL)AMINO)-4-PYRIMIDINYL)-1-PIPERAZINYL)ETHYL)-

Common Name

English

Burixafor [WHO-DD]

Common Name

English

(2-(4-(6-AMINO-2-((((1R,4R)-4-(((3-(CYCLOHEXYLAMINO)PROPYL)AMINO)METHYL)CYCLOHEXYL)METHYL)AMINO)PYRIMIDIN-4-YL)PIPERAZIN-1-YL)ETHYL)PHOSPHONIC ACID

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C107589