-
(1R,2R,4S,5S,7R)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
-
ChemBase ID:
73104
-
Molecular Formular:
C19H22BrNO4S2
-
Molecular Mass:
472.41628
-
Monoisotopic Mass:
471.01736219
-
SMILES and InChIs
SMILES:
[Br-].[C@@H]12[C@@H]3[C@H]([C@@H]([N+]1(C)C)C[C@@H](C2)OC(=O)C(c1cccs1)(c1cccs1)O)O3
Canonical SMILES:
O=C(C(c1cccs1)(c1cccs1)O)O[C@@H]1C[C@@H]2[C@@H]3[C@H]([C@H](C1)[N+]2(C)C)O3.[Br-]
InChI:
InChI=1S/C19H22NO4S2.BrH/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15;/h3-8,11-13,16-17,22H,9-10H2,1-2H3;1H/q+1;/p-1/t11-,12?,13?,16-,17+;
InChIKey:
DQHNAVOVODVIMG-GVXYIPJDSA-M
-
Cite this record
CBID:73104 http://www.chembase.cn/molecule-73104.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
|
(1R,2R,4S,5S,7R)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
|
|
|
IUPAC Traditional name
|
(1R,2R,4S,5S,7R)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
|
|
|
Synonyms
|
Spiriva
|
Tiova
|
BA 679BR
|
Tiopropium
|
Tiotropium Bromide
|
|
|
CAS Number
|
|
PubChem SID
|
|
PubChem CID
|
|
DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
|
10.351076
|
H Acceptors
|
3
|
H Donor
|
1
|
LogD (pH = 5.5)
|
-1.7571676
|
LogD (pH = 7.4)
|
-1.7481594
|
Log P
|
-1.7572837
|
Molar Refractivity
|
109.182 cm3
|
Polarizability
|
38.91962 Å3
|
Polar Surface Area
|
59.06 Å2
|
Rotatable Bonds
|
5
|
Lipinski's Rule of Five
|
true
|
DETAILS
DETAILS
Selleck Chemicals
Selleck Chemicals -
S2546
|
Biological Activity: Tiotropium Bromide(Spiriva, BA 679BR) is a synthetic quaternary ammonium antimuscarinic agent and is a muscarinic receptor antagonist.Although tiotropium Bromide(Spiriva, BA 679BR) does not display selectivity for specific muscarinic receptors, on topical application tiotropium Bromide(Spiriva, BA 679BR) acts mainly on M3 muscarinic receptors located on smooth muscle cells and submucosal glands not to produce smooth muscle contraction and mucus secretion, thus producing a bronchodilatory effect. Tiotropium Bromide(Spiriva, BA 679BR) is a long-acting, 24 hour, anticholinergic bronchodilator used in the management of chronic obstructive pulmonary disease. Tiotropium Bromide(Spiriva, BA 679BR) improves symptoms of chronic obstructive pulmonary disease complicated by chronic heart failure. [1][2]References on Tiotropium Bromide(Spiriva, BA 679BR)[] Circ J, 2006, 70: 1658 – 1660 |
PATENTS
PATENTS
PubChem Patent
Google Patent