Basic information
- Standard SMILES
COc1cc(S(C)=O)ccc1-c1nc2ncccc2[nH]1- InChIKey
XMFCOYRWYYXZMY-UHFFFAOYSA-N- Molecular formula
- C14H13N3O2S
- Average molar mass
- 287.34 g/mol
- Monoisotopic mass
- 287.07284766
Overview
Sulmazole is an imidazopyridine that is 1H-imidazo[4,5-b]pyridine which is substituted at position 2 by a 2-methoxy-4-(methylsulfinyl)phenyl group. An A1 adenosine receptor antagonist, it was formerly used as a cardiotonic agent. It has a role as a cardiotonic drug, an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor and an adenosine A1 receptor antagonist. It is a sulfoxide and an imidazopyridine.
Names & identifiers
- Preferred name
- Sulmazole
- IUPAC
- 2-(2-methoxy-4-methylsulfinylphenyl)-1H-imidazo[4,5-b]pyridine
- English name
- 2-[2-METHOXY-4-(METHYLSULFINYL)PHENYL]-1H-IMIDAZO[4,5-B]PYRIDINE
- Molecular formula
- C14H13N3O2S
- Molecular weight
- 287.34
Names & synonyms
sulmazole73384-60-8sulmazolVardaxSulmazolumDTXSID1040617NSC-757867HK56EH9K44CHEBI:349882-(2-Methoxy-4-(methylsulfinyl)phenyl)-3H-imidazo[4,5-b]pyridine2-[2-methoxy-4-(methylsulfinyl)phenyl]-1H-imidazo[4,5-b]pyridineDTXCID9020617
Show more names
ar-l115bs5-b)pyridine,2-(2-methoxy-4-(methylsulfinyl)phenyl)-1h-imidazo(3H-Imidazo[4,5-b]pyridine, 2-[2-methoxy-4-(methylsulfinyl)phenyl]-
2-(2-Methoxy-4-(methylsulfinyl)phenyl)-1H-imidazo(4,5-b)pyridine2-(2-Methoxy-4-(methylsulfinyl)phenyl)-3H-imidazo(4,5-b)pyridine2-(2-Methoxy-4-[methylsulfinyl]phenyl)-1H-imidazo(4,5-b)pyridine1H-Imidazo(4,5-b)pyridine, 2-(2-methoxy-4-(methylsulfinyl)phenyl)-2-((2-methoxy-4-methylsulfinyl)phenyl)-H-imidazo(4,5-b)pyridine2-[2-methoxy-4-(methylsulfinyl)phenyl]-3H-imidazo[4,5-b]pyridineBWA746CMG-28734
Database identifiers
- CAS
73384-60-8- PubChem CID
- 5353
- DTXSID
DTXSID1040617- ChEMBL
CHEMBL286020- ChEBI
CHEBI:34988- UNII
- HK56EH9K44
- EC Number
- 277-406-1
- Nikkaji
- J11.238K
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 87.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 368
Experimental & physicochemical properties
Collision Cross Section
166.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
178.7 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 203 · 203-205°
- Boiling point
- 527.3 · 527.3±60.0 °C(Predicted)
- Density
- 1.43 · 1.43±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 6 · 6+-.0.20(Predicted)
- FDA UNII
- 56 EH9K44 · HK56EH9K44
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H302-H335-H315
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- RTECS
- 5749500 · NJ5749500
- Toxicity
- 50 in · LD50 in albino mice (mg/kg): 560 orally; 163 i.v. (Diederen, Kadatz)
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- rtecs
- NJ5749500
- Toxicity
- LD50 in albino mice (mg/kg): 560 orally; 163 i.v. (Diederen, Kadatz)
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36
- Hazard statements
- H319-H302-H335-H315
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.
Applications
UsesSulmazole is a cardiotonic agent. Sulmazole has competitive inhibitory for A1 adenosine receptor. Sulmazole can improve cardiac index and reduce pulmonary capillary wedge pressure[1].
Suppliers13 total
Sinoway Industrial co., ltd.+86-0592-5800732 +86-13806035118 · [email protected]
InvivoChem中国13549236410 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海波以尔化工有限公司021-50182298 021-50180596 · [email protected]
上海瀚香生物科技有限公司17754423994 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Additional notes
DefinitionChEBI: An imidazopyridine that is 1H-imidazo[4,5-b]pyridine which is substituted at position 2 by a 2-methoxy-4-(methylsulfinyl)phenyl group. An A1 adenosine receptor antagonist, it was formerly used as a cardi tonic agent.
Related reactions
2 records
Linked notes
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