BIMOCLOMOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C14H20ClN3O2
Molecular Weight	297.78
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(CO\N=C(/Cl)C1=CN=CC=C1)CN2CCCCC2

InChI

InChIKey=NMOVJBAGBXIKCG-VKAVYKQESA-N

InChI=1S/C14H20ClN3O2/c15-14(12-5-4-6-16-9-12)17-20-11-13(19)10-18-7-2-1-3-8-18/h4-6,9,13,19H,1-3,7-8,10-11H2/b17-14-

HIDE SMILES / InChI

Molecular Formula	C14H20ClN3O2
Molecular Weight	297.781
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	1
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11484067
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/12893279 | http://adisinsight.springer.com/drugs/800004241

Bimoclomol is the non-toxic heat shock protein (HSP) coinducer, which was shown to display multilateral protective activities against various forms of stress or injuries at the level of the cell, tissue or organism. Bimoclomol binds to HSF-1 and induces a prolonged binding of HSF-1 to the respective DNA elements. Bimoclomol reached the end of the Phase II clinical trial in a group of 410 patients with diabetic complications. Preclinical it was tested as a promising therapeutic agent against Diabetic neuropathies; Ischaemic heart disorders and other diseases.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Heat shock factor protein 1 3 Target ID: CHEMBL5869 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12893279	Activator 1430

Conditions

Condition	Modality	Highest Phase	Product
Diabetic complications 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11484067	Primary	Phase II 1132	Unknown Approved Use Unknown
Dyskinesias 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10098720	Primary	Preclinical	Unknown Approved Use Unknown
Diabetic retinopathy 17 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9674588	Primary	Preclinical	Unknown Approved Use Unknown
Ischaemic heart disorders 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11790381	Primary	Preclinical	Unknown Approved Use Unknown
Diabetic neuropathy 23 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9323440	Primary	Preclinical	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
400 ng/g REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	0.53 mg/kg single, oral dose: 0.53 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
710 ng/g REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	1.07 mg/kg single, oral dose: 1.07 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
360 ng × h/g REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	0.53 mg/kg single, oral dose: 0.53 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
840 ng × h/g REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	1.07 mg/kg single, oral dose: 1.07 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
22.2 min REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	0.53 mg/kg single, oral dose: 0.53 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
36 min REVIEW https://pubmed.ncbi.nlm.nih.gov/11484067	1.07 mg/kg single, oral dose: 1.07 mg/kg route of administration: Oral experiment type: SINGLE co-administered:		BIMOCLOMOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY516857	https://www.001chemical.com/chem/130493-03-7
Achemica	ACMC-20mtnl	http://www.achemica.com/prodinfo/?id=219465
BLD Pharm	BD01286280	http://www.bldpharm.com/products/130493-03-7.html
BOC Sciences	130493-03-7	https://www.bocsci.com/bimoclomol-cas-130493-03-7-item-255409.html
Chem Scene	CS-7475	http://www.chemscene.com/130493-03-7.html
ChemMol	51504666	http://www.chemmol.com/chemmol/51504666.html
DC Chemicals	DC11921	http://www.dcchemicals.com/product_show-DC11921.html
MedChem Express	HY-U00398	https://www.medchemexpress.com/Bimoclomol.html
Molcore	MC516857	https://www.molcore.com/product/130493-03-7
MuseChem	M112389	https://www.musechem.com/product/M112389.html
Smolecule	S632953	https://www.smolecule.com/products/s632953
Synchem UG and Co KG	69925	http://www.synchem.de/chemical_Bimoclomol.html
THE BioTek	bt-413549	https://www.thebiotek.com/product/others/bt-413549
eNovation Chemicals	D678760	https://www.enovationchem.com/ProductDetails.asp?ProductID=D678760

PubMed

Title	Date	PubMed
Bimoclomol (BRLP-42) ameliorates peripheral neuropathy in streptozotocin-induced diabetic rats.	1997	9323440
Bimoclomol ameliorates mercuric chloride nephrotoxicity through recruitment of stress proteins.	2006 Oct 10	16891066

Patents

Sample Use Guides

In Vivo Use Guide

Rat: 10 or 20 mg/kg

Route of Administration: Oral

In Vitro Use Guide

Exposure of cells to 45°C for 120 min was lethal to 90% of the cells (37°C + 45°C). Application of 1 uM bimoclomol for 17 h prior to and during the lethal heat shock (37°C + 45°C + bimoclomol) increased cell survival by more than 50%. If cells were exposed to 42°C for 60 min (sublethal heat shock), followed by 16 h recovery at 37°C, before lethal heat shock (42°C + 4°C), the colony survival was higher than 20%.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:35:15 GMT 2023` Edited by `admin` on `Fri Dec 15 15:35:15 GMT 2023`
Record UNII	9IYF14814M
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BIMOCLOMOL

Official Name

English

BRLP-42

Code

English

(±)-N-(2-HYDROXY-3-PIPERIDINOPROPOXY)NICOTINIMIDOYL CHLORIDE

Systematic Name

English

bimoclomol [INN]

Common Name

English

ABT-822

Code

English

Bimoclomol [WHO-DD]

Common Name

English

Code System Code Type Description

ChEMBL

CHEMBL2104595