Atropine - 99%, high purity , Muscarinic acetylcholine receptor M2 antagonist, CAS No.51-55-8, Muscarinic acetylcholine receptor M2 antagonist

In stock
Item Number
A135946
Grouped product items
SKUSizeAvailabilityPrice Qty
A135946-250mg
250mg
2
$9.90
A135946-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$19.90
A135946-5g
5g
9
$85.90

Potent, competitive, non-selective mAChR antagonist

Basic Description

Synonyms(1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate | alpha-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester | Atropine, >=95.0% (NT) | InChI=1/C11H8Cl2N2O/c12-8-1-2-9(10(13)5-8)11(16)6-15-4-3-14-7-15
Specifications & PurityMoligand™, ≥99%
Biochemical and Physiological MechanismsCompetitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.Potent, competitive, non-selective mAChR antagonist (IC 50 = 2.5 nM). Induces mydriasis. Shows antimuscarinic and anticholinergic effects in vivo . Orally act
Storage TempStore at 2-8°C,Protected from light,Argon charged
Shipped InWet ice
GradeMoligand™
Action TypeANTAGONIST
Mechanism of actionMuscarinic acetylcholine receptor M2 antagonist
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Product Properties

ALogP1.8

Associated Targets(Human)

CHRM5 Tclin Muscarinic acetylcholine receptor M5 (9 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM3 Tclin Muscarinic acetylcholine receptor M3 (6 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM4 Tclin Muscarinic acetylcholine receptor M4 (8 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (21 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (10 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADRA2A Tclin Alpha-2A adrenergic receptor (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

Pubchem Sid504757676
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504757676
IUPAC Name [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
INCHI InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15?,16?
InChi Key RKUNBYITZUJHSG-PJPHBNEVSA-N
Canonical SMILES CN1C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
Isomeric SMILES CN1[C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)C3=CC=CC=C3
WGK Germany 3
RTECS CK0700000
PubChem CID 174174
Molecular Weight 289.37
Beilstein 91260

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot NumberCertificate TypeDateItem
L2307239Certificate of AnalysisDec 12, 2023 A135946
L2307240Certificate of AnalysisDec 12, 2023 A135946
L2307242Certificate of AnalysisDec 12, 2023 A135946
L2307243Certificate of AnalysisDec 12, 2023 A135946
L2307241Certificate of AnalysisDec 12, 2023 A135946
L2307231Certificate of AnalysisDec 12, 2023 A135946
K2301123Certificate of AnalysisOct 21, 2023 A135946
K2301136Certificate of AnalysisOct 21, 2023 A135946
K2301125Certificate of AnalysisOct 21, 2023 A135946
L2418092Certificate of AnalysisOct 21, 2023 A135946

Chemical and Physical Properties

SolubilitySoluble in dilute aqueous acid, ethanol.
SensitivityLight & Air sensitive.
Molecular Weight289.400 g/mol
XLogP31.800
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass289.168 Da
Monoisotopic Mass289.168 Da
Topological Polar Surface Area49.800 Ų
Heavy Atom Count21
Formal Charge0
Complexity353.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1

Safety and Hazards(GHS)

Pictogram(s) GHS06
Signal Danger
Hazard Statements

H300+H330:Fatal if swallowed or if inhaled

Precautionary Statements

P301+P310:IF SWALLOWED: Immediately call a POISON CENTER/doctor/...

P310:Immediately call a POISON CENTER or doctor/physician.

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P284:[In case of inadequate ventilation] Wear respiratory protection.

WGK Germany 3
RTECS CK0700000

Specifications

Citations of This Product

1. Dianfa Zhao, Jie Liu, Yunshan Zhou, Lijuan Zhang, Yuxu Zhong, Yang Yang, Baoquan Zhao, Mengru Yang, Yong’an Wang.  (2023)  Penetrating the Blood–Brain Barrier for Targeted Treatment of Neurotoxicant Poisoning by Nanosustained-Released 2-PAM@VB1-MIL-101-NH2(Fe).  ACS Applied Materials & Interfaces,  15  (10): (12631–12642).  [PMID:36867458] [10.1021/acsami.2c18929]
2. Dianfa Zhao, Jie Liu, Lijuan Zhang, Yunshan Zhou, Yuxu Zhong, Yang Yang, Chengcheng Huang, Yong’an Wang.  (2022)  Loading and Sustained Release of Pralidoxime Chloride from Swellable MIL-88B(Fe) and Its Therapeutic Performance on Mice Poisoned by Neurotoxic Agents.  INORGANIC CHEMISTRY,  61  (3): (1512–1520).  [PMID:34969248] [10.1021/acs.inorgchem.1c03227]
3. Xue Zhao, Xiaoying Fu, Xinyi Yuan, Aerduosi Shayiranbieke, Ru Xu, Fang Cao, Jianping Ren, Qi Liang, Xinfeng Zhao.  (2021)  Development and characterization of a selective chromatographic approach to the rapid discovery of ligands binding to muscarinic-3 acetylcholine receptor.  JOURNAL OF CHROMATOGRAPHY A,  1653  (462443).  [PMID:34365202] [10.1016/j.chroma.2021.462443]
4. Si Tang, Jing Zhu, Dong Zhao, Huaheng Mo, Zhaofu Zeng, Mengqing Xiong, Minglin Dong, Ke Hu.  (2020)  Effects of the excitation or inhibition of basal forebrain cholinergic neurons on cognitive ability in mice exposed to chronic intermittent hypoxia.  BRAIN RESEARCH BULLETIN,  164  (235).  [PMID:32905806] [10.1016/j.brainresbull.2020.08.027]
5. Yushi Ding, Suyun Yu, Zhonghong Wei, Rui Deng, Peng Chen, Yifan Sun, Qi Jia, Xiaoman Li, Yuanyuan Wu, Wenxing Chen, Kurt S. Zanker, Aiyun Wang, Yin Lu.  (2020)  Relieving Sore Throat Formula Exerts a Therapeutic Effect on Pharyngitis through Immunoregulation and NF-κB Pathway.  MEDIATORS OF INFLAMMATION,  2020  (2929163).  [PMID:32508523] [10.1155/2020/2929163]
6. Ke Chen, Yilei Zhao, Ting Liu, Zhaohao Su, Huiliang Yu, Leanne Lai Hang Chan, Tiejun Liu, Dezhong Yao.  (2020)  Monocular Visual Deprivation and Ocular Dominance Plasticity Measurement in the Mouse Primary Visual Cortex.  Jove-Journal of Visualized Experiments,    (156): (e60600).  [PMID:32090984] [10.3791/60600]
7. Lianfang Chen, Junjie Ou, Hongwei Wang, Zhongshan Liu, Mingliang Ye, Hanfa Zou.  (2016)  Tailor-Made Stable Zr(IV)-Based Metal–Organic Frameworks for Laser Desorption/Ionization Mass Spectrometry Analysis of Small Molecules and Simultaneous Enrichment of Phosphopeptides.  ACS Applied Materials & Interfaces,  (31): (20292–20300).  [PMID:27427857] [10.1021/acsami.6b06225]
8. Ji-Hong Chen, Qian Zhang, Yuanjie Yu, Kongling Li, Hong Liao, Longying Jiang, Lu Hong, Xiaohui Du, Xinghai Hu, Sifeng Chen, Sheng Yin, Qingmin Gao, Xiangdong Yin, Hesheng Luo, Jan D. Huizinga.  (2013)  Neurogenic and Myogenic Properties of Pan-Colonic Motor Patterns and Their Spatiotemporal Organization in Rats.  PLoS One,  (4): (e60474).  [PMID:23577116] [10.1371/journal.pone.0060474]

References

1. Carr BJ, Mihara K, Ramachandran R, Saifeddine M, Nathanson NM, Stell WK, Hollenberg MD.  (2018)  Myopia-Inhibiting Concentrations of Muscarinic Receptor Antagonists Block Activation of Alpha2A-Adrenoceptors In Vitro..  Invest Ophthalmol Vis Sci,  59  (7): (2778-2791).  [PMID:29860464] [10.1021/op500134e]
2. Radzicki D et al..  (2017)  Loss of M1 Receptor Dependent Cholinergic Excitation Contributes to mPFC Deactivation in Neuropathic Pain..  J Neurosci,  37  (9): (2292-2304).  [PMID:28137966]
3. Huang H et al..  (2019)  M1 Macrophage Activated by Notch Signal Pathway Contributed to Ventilator-Induced Lung Injury in Chronic Obstructive Pulmonary Disease Model..  J Surg Res,  244  (358-367).  [PMID:31323391]
4. Wang YJ et al..  (2017)  The Analgesic Effects of (5R,6R)6-(3-Propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1] Octane on a Mouse Model of Neuropathic Pain..  Anesth Analg,  124  (4): (1330-1338).  [PMID:28002166]
5. Dianfa Zhao, Jie Liu, Yunshan Zhou, Lijuan Zhang, Yuxu Zhong, Yang Yang, Baoquan Zhao, Mengru Yang, Yong’an Wang.  (2023)  Penetrating the Blood–Brain Barrier for Targeted Treatment of Neurotoxicant Poisoning by Nanosustained-Released 2-PAM@VB1-MIL-101-NH2(Fe).  ACS Applied Materials & Interfaces,  15  (10): (12631–12642).  [PMID:36867458] [10.1021/acsami.2c18929]
6. Dianfa Zhao, Jie Liu, Lijuan Zhang, Yunshan Zhou, Yuxu Zhong, Yang Yang, Chengcheng Huang, Yong’an Wang.  (2022)  Loading and Sustained Release of Pralidoxime Chloride from Swellable MIL-88B(Fe) and Its Therapeutic Performance on Mice Poisoned by Neurotoxic Agents.  INORGANIC CHEMISTRY,  61  (3): (1512–1520).  [PMID:34969248] [10.1021/acs.inorgchem.1c03227]
7. Xue Zhao, Xiaoying Fu, Xinyi Yuan, Aerduosi Shayiranbieke, Ru Xu, Fang Cao, Jianping Ren, Qi Liang, Xinfeng Zhao.  (2021)  Development and characterization of a selective chromatographic approach to the rapid discovery of ligands binding to muscarinic-3 acetylcholine receptor.  JOURNAL OF CHROMATOGRAPHY A,  1653  (462443).  [PMID:34365202] [10.1016/j.chroma.2021.462443]
8. Si Tang, Jing Zhu, Dong Zhao, Huaheng Mo, Zhaofu Zeng, Mengqing Xiong, Minglin Dong, Ke Hu.  (2020)  Effects of the excitation or inhibition of basal forebrain cholinergic neurons on cognitive ability in mice exposed to chronic intermittent hypoxia.  BRAIN RESEARCH BULLETIN,  164  (235).  [PMID:32905806] [10.1016/j.brainresbull.2020.08.027]
9. Yushi Ding, Suyun Yu, Zhonghong Wei, Rui Deng, Peng Chen, Yifan Sun, Qi Jia, Xiaoman Li, Yuanyuan Wu, Wenxing Chen, Kurt S. Zanker, Aiyun Wang, Yin Lu.  (2020)  Relieving Sore Throat Formula Exerts a Therapeutic Effect on Pharyngitis through Immunoregulation and NF-κB Pathway.  MEDIATORS OF INFLAMMATION,  2020  (2929163).  [PMID:32508523] [10.1155/2020/2929163]
10. Ke Chen, Yilei Zhao, Ting Liu, Zhaohao Su, Huiliang Yu, Leanne Lai Hang Chan, Tiejun Liu, Dezhong Yao.  (2020)  Monocular Visual Deprivation and Ocular Dominance Plasticity Measurement in the Mouse Primary Visual Cortex.  Jove-Journal of Visualized Experiments,    (156): (e60600).  [PMID:32090984] [10.3791/60600]
11. Lianfang Chen, Junjie Ou, Hongwei Wang, Zhongshan Liu, Mingliang Ye, Hanfa Zou.  (2016)  Tailor-Made Stable Zr(IV)-Based Metal–Organic Frameworks for Laser Desorption/Ionization Mass Spectrometry Analysis of Small Molecules and Simultaneous Enrichment of Phosphopeptides.  ACS Applied Materials & Interfaces,  (31): (20292–20300).  [PMID:27427857] [10.1021/acsami.6b06225]
12. Ji-Hong Chen, Qian Zhang, Yuanjie Yu, Kongling Li, Hong Liao, Longying Jiang, Lu Hong, Xiaohui Du, Xinghai Hu, Sifeng Chen, Sheng Yin, Qingmin Gao, Xiangdong Yin, Hesheng Luo, Jan D. Huizinga.  (2013)  Neurogenic and Myogenic Properties of Pan-Colonic Motor Patterns and Their Spatiotemporal Organization in Rats.  PLoS One,  (4): (e60474).  [PMID:23577116] [10.1371/journal.pone.0060474]

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