Scopolamine
Names
[ CAS No. ]:
51-34-3
[ Name ]:
Scopolamine
[Synonym ]:
l-Scopolamine
Atrochin
Transderm-V
Tropic Acid Ester with Scopine
TRANSDERM SCOP
Benzeneacetic acid, α-(hydroxymethyl)-, (1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0]non-7-yl ester, (αS)-
Transcop
Skopolate
6b,7b-Epoxy-3a-tropanyl S-(-)-Tropate
scopadulcic acid B
Skopyl
1-METHYL-3-NONYLIMIDAZOLIUM BROMIDE, 99%
SCOP
(1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate
Atroscine
[7(S)-(1a,2b,4b,5a,7b)]-a-(Hydroxymethyl)benzeneacetic Acid 9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester
(-)-Scopolamine
ATROQUIN
scopolamine
6β,7β-Epoxy-3α-tropanyl S-(-)-tropate
UNII-DL48G20X8X
Scopoderm TTS
6b,7b-Epoxy-1aH,5aH-tropan-3a-ol (-)-Tropate
Scopoderm
(−)-Scopolamine
Scopine tropate
EINECS 200-090-3
Biological Activity
[Description]:
[Related Catalog]:
[Target]
5-HT3 Receptor:2.09 μM (IC50)
mAChR
[In Vitro]
[In Vivo]
[Kinase Assay]
[Animal admin]
[References]
[Related Small Molecules]
Chemical & Physical Properties
[ Density]:
1.3±0.1 g/cm3
[ Boiling Point ]:
460.3±45.0 °C at 760 mmHg
[ Melting Point ]:
59ºC
[ Molecular Formula ]:
C17H21NO4
[ Molecular Weight ]:
303.353
[ Flash Point ]:
232.2±28.7 °C
[ Exact Mass ]:
303.147064
[ PSA ]:
62.30000
[ LogP ]:
0.76
[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C
[ Index of Refraction ]:
1.614
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- VR3675000
- CHEMICAL NAME :
- Scopolamine
- CAS REGISTRY NUMBER :
- 51-34-3
- LAST UPDATED :
- 199710
- DATA ITEMS CITED :
- 22
- MOLECULAR FORMULA :
- C17-H21-N-O4
- MOLECULAR WEIGHT :
- 303.39
- WISWESSER LINE NOTATION :
- T C356 A AN DOTJ A1 HOVYR&1Q
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 2 ug/kg
- TOXIC EFFECTS :
- Brain and Coverings - changes in surface EEG Behavioral - hallucinations, distorted perceptions Behavioral - excitement
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 14 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions Behavioral - ataxia
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 13 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions Behavioral - ataxia
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 24 ug/kg
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Human
- DOSE/DURATION :
- 4 ug/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - hallucinations, distorted perceptions
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 2650 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1275 mg/kg
- TOXIC EFFECTS :
- Behavioral - tremor Behavioral - rigidity (including catalepsy)
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - excitement Behavioral - irritability
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1700 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 75 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 50 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 1 mg/kg
- SEX/DURATION :
- female 13 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - biochemical and metabolic Reproductive - Effects on Newborn - behavioral
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Parenteral
- DOSE :
- 50600 ug/kg
- SEX/DURATION :
- female 6-16 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetal death
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Parenteral
- DOSE :
- 649 mg/kg
- SEX/DURATION :
- female 6-16 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
MUTATION DATA
- TYPE OF TEST :
- Sister chromatid exchange
- TEST SYSTEM :
- Human Lymphocyte
- DOSE/DURATION :
- 1 mg/L
- REFERENCE :
- CMJODS Chinese Medical Journal (Beijing, English Edition). (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1975- Adopted vol. no. 92 in 1979. Volume(issue)/page/year: 101,339,1988 *** REVIEWS *** TOXICOLOGY REVIEW CLANA4 Clinical Anesthesia. (Philadelphia, PA 19103) V.1-11, 1963-76. Volume(issue)/page/year: 10(Pt 1),11,1973 TOXICOLOGY REVIEW DPIRDU Dangerous Properties of Industrial Materials Report. (Van Nostrand Reinhold, 115 Fifth Ave., New York, NY 10003) V.1- 1981- Volume(issue)/page/year: 2(3),16,1982
Safety Information
[ Hazard Codes ]:
T+
[ Risk Phrases ]:
R26/27/28
[ Safety Phrases ]:
25-45
[ RIDADR ]:
UN 1544PSN2 6.1 / PGII
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Articles
J. Neurosci. 33(20) , 8689-704, (2013)
The formation of new memories requires new information to be encoded in the face of proactive interference from the past. Two solutions have been proposed for hippocampal region CA1: (1) acetylcholine...
[Effect of acteoside on learning and memory impairment induced by scopolamine in mice].Zhongguo Zhong Yao Za Zhi 37(19) , 2956-9, (2012)
To study on the effect of acteoside on learning and memory of dementia mice.Mice were orally administered with acteoside for 10 days. Scopolamine was used to establish the acquired learning disability...
M1 and m2 muscarinic receptor subtypes regulate antidepressant-like effects of the rapidly acting antidepressant scopolamine.J. Pharmacol. Exp. Ther. 351(2) , 448-56, (2014)
Scopolamine produces rapid and significant symptom improvement in patients with depression, and most notably in patients who do not respond to current antidepressant treatments. Scopolamine is a nonse...