LABRADIMIL

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C49H75N15O12S
Molecular Weight	1098.2811
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]1(C[C@@H](O)CN1C(=O)[C@@H]2CCCN2C(=O)[C@@H](N)CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC3=CC=CS3)C(=O)N[C@@H](CO)C(=O)N4CCC[C@H]4C(=O)N[C@H](CN[C@@H](CCCNC(N)=N)C(O)=O)CC5=CC=C(OC)C=C5

InChI

InChIKey=IDXCXSCCZNCXCL-XMADEQCMSA-N

InChI=1S/C49H75N15O12S/c1-76-31-14-12-28(13-15-31)21-29(24-57-34(47(74)75)9-3-17-56-49(53)54)59-43(70)37-10-4-18-62(37)45(72)36(27-65)61-41(68)35(23-32-7-6-20-77-32)60-40(67)25-58-42(69)39-22-30(66)26-64(39)46(73)38-11-5-19-63(38)44(71)33(50)8-2-16-55-48(51)52/h6-7,12-15,20,29-30,33-39,57,65-66H,2-5,8-11,16-19,21-27,50H2,1H3,(H,58,69)(H,59,70)(H,60,67)(H,61,68)(H,74,75)(H4,51,52,55)(H4,53,54,56)/t29-,30+,33-,34-,35-,36-,37-,38-,39-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C49H75N15O12S
Molecular Weight	1098.2811
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67089876 | https://www.ncbi.nlm.nih.gov/pubmed/7965719 | https://www.ncbi.nlm.nih.gov/pubmed/7931623

LABRADIMIL, a synthetic bradykinin analog, is a potent bradykinin B2 receptor agonist. It increases vascular permeability by the activation of B2 receptors on the vascular endothelium. It also selectively increases uptake of molecular tracers in brain tumors.

Originator

Approval Year

PubMed

Title	Date	PubMed
Design and synthesis of potent bradykinin agonists containing a benzothiazepine moiety.	1999-10-07	10514288
Cereport (RMP-7) increases carboplatin levels in brain tumors after pretreatment with dexamethasone.	1999-10	11550318
Intra-arterial Cereport (RMP-7) and carboplatin: a dose escalation study for recurrent malignant gliomas.	1999-02	9932880
Intra-arterial administration of carboplatin and the blood brain barrier permeabilizing agent, RMP-7: a toxicologic evaluation in swine.	1998-01	9525816
The bradykinin analog RMP-7 increases intracellular free calcium levels in rat brain microvascular endothelial cells.	1994-10	7965719

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:04:05 GMT 2025` Edited by `admin` on `Mon Mar 31 18:04:05 GMT 2025`
Record UNII	2MK663C346
Record Status	`FAILED`
Record Version

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Name

Type

Language

RMP-7

Preferred Name

English

LABRADIMIL

Official Name

English

labradimil [INN]

Common Name

English

LOBRADIMIL

Common Name

English

(S-(R*,R*))-L-ARGINYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYLGLYCYL-3-(2-THIENYL)-L-ALANYL-L-SERYL-N-(2-((4-(AMINOIMINOMETHYL)AMINO)-1-CARBOXYBUTYL)AMINO)-1-((4-METHOXYPHENYL)METHYL)ETHYL)-L-PROLINAMIDE

Common Name

English

N(SUP 2)2-((S)-2-(L-ARGINYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYGLYCYL-3-(2-THIENYL)-L-ALANYL-L-SERYL-L-PROLINAMIDO)-3-(P-METHOXYPHENYL)PROPYL)-L-ARGININE

Common Name

English

LABRADIMIL [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2140