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10405-02-4

Basic Information
CAS No.: 10405-02-4
Name: Trospium chloride
Article Data: 3
Molecular Structure:
Molecular Structure of 10405-02-4 (Trospium chloride)
Formula: C25H30NO3
Molecular Weight: 427.971
Synonyms: Spiro[1aH,5aH-nortropane-8,1'-pyrrolidinium], 3a-hydroxy-, chloride, benzilate(8CI);Spiro[8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium],3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1a,3b,5a)- (9CI);Benzilic acid, esterwith 3a-hydroxyspiro[1aH,5aH-nortropane-8,1'-pyrrolidinium] chloride (8CI);AsXVII;Azoniaspiro compound XVII;Azoniaspiro(3a-benziloyloxynortropane-8,1'-pyrrolidine) chloride;Keptan;Relaspium;Sanctura;Spasmex;Spasmo 3;Spasmo-lyt;
EINECS: 233-875-4
Melting Point: 266-268 °C
Appearance: white to off-white powder
PSA: 46.53000
LogP: 0.73250
Synthetic route
3464-71-9

Trospium spiroalcohol

15441-11-9

Benzilic acid imidazolide

10405-02-4

trospium chloride

Conditions
ConditionsYield
dmap In N,N-dimethyl-formamide at 80℃; for 1.08333h; Product distribution / selectivity;78%
557-47-1

lauryl sulfate

10405-02-4

trospium chloride

C25H30NO3(1+)*C12H25O4S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
20641-88-7

sulfuric acid monohexyl ester; deprotonated form

10405-02-4

trospium chloride

C25H30NO3(1+)*C6H13O4S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
45102-38-3

octyl sulfate

10405-02-4

trospium chloride

C25H30NO3(1+)*C8H17O4S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
45164-13-4

sulfuric acid monodecyl ester; deprotonated form

10405-02-4

trospium chloride

C25H30NO3(1+)*C10H21O4S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
60283-46-7

perfluorooctanesulfonate

10405-02-4

trospium chloride

C25H30NO3(1+)*C8H17O3S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
24708-25-6

pentane-1-sulfonate(1-)

10405-02-4

trospium chloride

C25H30NO3(1+)*C5H11O3S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
24613-78-3

perfluorohexanesulfonate

10405-02-4

trospium chloride

C25H30NO3(1+)*C6H13O3S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;

heptane-1-sulfonate(1-)

10405-02-4

trospium chloride

C25H30NO3(1+)*C7H15O3S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;

C9H19O4S(1-)

10405-02-4

trospium chloride

C25H30NO3(1+)*C9H19O4S(1-)

Conditions
ConditionsYield
In chloroform; water for 24h;
Raw Materials
15441-11-9
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Chemistry

Molecular Structure of Trospium chloride (CAS NO.10405-02-4):

IUPAC Name: [(1R,5S)-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]-3-yl] 2-hydroxy-2,2-diphenylacetate chloride 
Empirical Formula: C25H30NO3
Molecular Weight: 392.5101
ACD/LogP: -1.44
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 1
ACD/LogD (pH 7.4): 1
ACD/BCF (pH 5.5): 2
ACD/BCF (pH 7.4): 2
ACD/KOC (pH 5.5): 57
ACD/KOC (pH 7.4): 57
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 6
Polar Surface Area: 46.53Å2
EINECS: 233-875-4
Melting point: 266-268°C
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals
SMILES: OC(c1ccccc1)(c2ccccc2)C(=O)O[C@@H]3C[C@@H]5CC[C@H](C3)[N+]45CCCC4
InChI: InChI=1/C25H30NO3/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26/h1-6,9-12,21-23,28H,7-8,13-18H2/q+1/t21-,22+,23+

Toxicity Data With Reference

1.    

orl-rat LD50:1510 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
2.    

ipr-rat LD50:97,700 µg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
3.    

scu-rat LD50:707 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
4.    

ivn-rat LD50:15,500 µg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
5.    

idu-rat LDLo:500 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 25 (1975),1037.
6.    

orl-mus LD50:812 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
7.    

ipr-mus LD50:50 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
8.    

scu-mus LD50:203 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),137.
9.    

ivn

Safety Profile

Poison by subcutaneous, intravenous and intraperitoneal routes. Moderately toxic by ingestion and intraduodenal routes. When heated to decomposition it emits toxic fumes of Cl and NOx.

Specification

  Trospium chloride , with CAS number of 10405-02-4, can be called Spiro[1aH,5aH-nortropane-8,1'-pyrrolidinium], 3a-hydroxy-, chloride, benzilate(8CI) ; Spiro[8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium],3-[(hydroxydiphenylacetyl)oxy]-, chloride, (1a,3b,5a)- (9CI) ; Benzilic acid, esterwith 3a-hydroxyspiro[1aH,5aH-nortropane-8,1'-pyrrolidinium] chloride (8CI) ; Azoniaspiro(3a-benziloyloxynortropane-8,1'-pyrrolidine) chloride . It is a white to off-white crystalline solid, Trospium chloride (CAS NO.10405-02-4) is used as tropine derivative with anticholinergic activity,antispasmodic used in treatment of urinary incontinence.