Basic information
- CAS
69308-37-8- Standard SMILES
NC[C@H](CC(=O)O)c1ccc(Cl)cc1- InChIKey
KPYSYYIEGFHWSV-QMMMGPOBSA-N- Molecular formula
- C10H12ClNO2
- Average molar mass
- 213.66 g/mol
- Monoisotopic mass
- 213.0556563
Overview
Arbaclofen is an organonitrogen compound and an organooxygen compound. It is functionally related to a gamma-amino acid.
Names & identifiers
- Preferred name
- Arbaclofen
- IUPAC
- (3R)-4-amino-3-(4-chlorophenyl)butanoic acid
- English name
- (R)-Baclofen
- Molecular formula
- C10H12ClNO2
- Molecular weight
- 213.66
Names & synonyms
(R)-BaclofenArbaclofen69308-37-8(R)-4-Amino-3-(4-chlorophenyl)butanoic acidd-Baclofen(-)-Baclofen(R)-(-)-BaclofenR-(-)-Baclofen(3R)-4-amino-3-(4-chlorophenyl)butanoic acidSTX209Baclofen, r-Arbaclofen [USAN]
Show more names
l-Baclofen(R)-baclofen (STX209)(R)-Baclofen USP/EP/BPR-(+)-Baclofen (free base)
Baclofen, (r)-Baclofen, r(-)-ArbaclofeneArbaclofenoSTX 209STX-209Arbaclofen [USAN:INN]NYU6UTW25B
Database identifiers
- CAS
69308-37-8- PubChem CID
- 44602
- DTXSID
DTXSID90219366- ChEMBL
CHEMBL301742- ChEBI
CHEBI:190735- UNII
- NYU6UTW25B
- EC Number
- 641-399-7
- Nikkaji
- J374.504J
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 191
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Melting Point206-208 °C
Physicochemical properties
- Melting point
- 171 · 171-174°C
- Boiling point
- 364.3 · 364.3±32.0 °C(Predicted)
- Density
- 1.285 · 1.285±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- Water Solubility
- Practically insoluble in water
- solubility
- Methanol (Slightly, Sonicated), Water (Slightly, Sonicated)
- form
- powder to crystaline
- pka
- 4.04 · 4.04±0.10(Predicted)
- color
- White to Almost white
- InChI
- 1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)
- InChIKey
- KPYSYYIEGFHWSV-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (25%): Fatal if swallowed [Danger Acute toxicity, oral]
P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (25%)
Safety data
- wgk
- WGK 3
- rtecs
- DA8339450
- ridadr
- 2811
- hs_code
- 2922.49.2600
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible, acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301-H315-H317-H319-H334
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P261-P264-P270-P272-P280-P284-P301+P310+P330-P302+P352+P333+P313+P363-P304+P340+P342+P311-P305+P351+P338+P337+P313-P405-P501
Chemistry & industry
Pharmacology
Mechanism of ActionArbaclofen, or R-baclofen, acts upstream of the mGluR5 receptor to increase inhibitory neurotransmission. It is the isomer of baclofen which harbors antispastic activity.
Absorption, Distribution and Excretion
Unlike baclofen, absorption of arbaclofen is not limited to the upper small intestine. Arbaclofen can also be absorbed in the lower small intestine and the colon, allowing for the development of sustained release formulations.
>80% of R-baclofen is renally eliminated unchanged.
Blood clearance of an IV bolus of R-baclofen in rats, monkeys, and dogs, resulted in a half life of 1.6-3.4hours, in one study. Total blood clearance was reported to be 0.51±0.13L/h/kg in rats, 0.31±0.11L/h/kg in monkeys, and 0.24±0.01L/h/kg in dogs. (2)
Applications
UsesR-Enantiomer of Baclofen. Specific GABA-B receptor agonist. Muscle relaxant (skeletal).
Uses(R)-baclofen is a derivative of gamma-aminobutyric acid primarily used to treat spasticity.
Suppliers103 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
8 records
Compound notes
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