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149-64-4

Basic Information
CAS No.: 149-64-4
Name: 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane,9-butyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-, bromide (1:1), (1a,2b,4b,5a,7b)-
Molecular Structure:
Molecular Structure of 149-64-4 (3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane,9-butyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-, bromide (1:1), (1a,2b,4b,5a,7b)-)
Formula: C21H30NO4.Br
Molecular Weight: 440.37
Synonyms: 1aH,5aH-Tropanium, 8-butyl-6b,7b-epoxy-3a-hydroxy-,bromide, (-)-tropate (8CI);3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane,9-butyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-, bromide, (1a,2b,4b,5a,7b)- (9CI);N-Butylscopolammonium bromide (6CI,7CI);(-)-Scopolaminebutylbromide;N-Butylhyoscinium bromide;N-Butylscopolaminium bromide;
EINECS: 205-744-1
Density:
Melting Point: 142-144 °C
Boiling Point:
Flash Point:
Solubility: Water: 50 mg/mL
Appearance: White crystalline solid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety:
Transport Information:
PSA: 59.06000
LogP: -0.80420
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The Scopolamine-n-butyl bromide with CAS registry number of 149-64-4 is also known as 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane,9-butyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-, bromide, (1a,2b,4b,5a,7b)- (9Cl). The systematic name is 1-alpha-H,5-alpha-H-Tropanium, 8-butyl-6-beta,7-beta-epoxy-3-alpha-hydroxy-, bromide, (-)-tropate. It belongs to product categories of Miscellaneous; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Acetylcholine Receptor. Its EINECS registry number is 205-744-1. In addition, the formula is C21H30NO4.Br and the molecular weight is 440.37. This chemical is a white crystalline solid and should be stored in sealed containers in cool, dry place. Besides, this chemical is a extracted from dried flowers of datura metm L and used as pharmaceutical raw material. It will be harmful if swallowed.

Physical properties about Scopolamine-n-butyl bromide are: (1)#H bond acceptors: 5; (2)#H bond donors: 1; (3)#Freely Rotating Bonds: 9; (4)Polar Surface Area: 59.06Å2; (5)Rotatable Bond Count: 8; (6)Exact Mass: 439.135821; (7)MonoIsotopic Mass: 439.135821; (8)Topological Polar Surface Area: 59.1; (9)Heavy Atom Count: 27; (10)Complexity: 500; (11)Defined Atom StereoCenter Count: 3; (12)Undefined Atom StereoCenter Count: 2; (13)Covalently-Bonded Unit Count: 2.

You can still convert the following datas into molecular structure:
1. SMILES: [Br-].OC[C@H](c1ccccc1)C(=O)O[C@@H]2C[C@@H]3[C@H]4O[C@H]4[C@H](C2)[N+]3(C)CCCC
2. InChI: InChI=1/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15-,16-,17-,18+,19-,20+,22?;/m1./s1
3. InChIKey: HOZOZZFCZRXYEK-INRBTMLCBV
4. Std. InChI: InChI=1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15-,16-,17-,18+,19-,20+,22?;/m1./s1
5. Std. InChIKey: HOZOZZFCZRXYEK-GSWUYBTGSA-M

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous 155mg/kg (155mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962.
Link to PubMed
mammal (species unspecified) LD50 intraperitoneal 65mg/kg (65mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
Link to PubMed
mammal (species unspecified) LD50 oral 750mg/kg (750mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
Link to PubMed
mammal (species unspecified) LD50 subcutaneous 155mg/kg (155mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
Link to PubMed
mouse LD50 intraperitoneal 65mg/kg (65mg/kg)   United States Patent Document. Vol. #4558054,
mouse LD50 intravenous 10300ug/kg (10.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 581, 1971.
mouse LD50 oral 1170mg/kg (1170mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Therapie. Vol. 14, Pg. 1096, 1959.
Link to PubMed
mouse LD50 subcutaneous 243mg/kg (243mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 217, 1983.
rat LD50 intraduodenal 180mg/kg (180mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intravenous 24mg/kg (24mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
Oyo Yakuri. Pharmacometrics. Vol. 23, Pg. 461, 1982.
rat LD50 oral 1040mg/kg (1040mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 450mg/kg (450mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 341, 1954.