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Chemistry

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Also known as: 180468-34-2, 1q4092099o, 8-azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-((2e)-3-iodo-2-propenyl)-, methyl ester, (1r,2s,3s,5s)-, Iacft, Methyl (1r,2s,3s,5s)-3-(4-fluorophenyl)-8-[(e)-3-iodoprop-2-enyl]-8-azabicyclo[3.2.1]octane-2-carboxylate, Unii-1q4092099o
Molecular Formula
C18H21FINO2
Molecular Weight
429.3  g/mol
InChI Key
GTQLIPQFXVKRKJ-UNSMHXHVSA-N
FDA UNII
1Q4092099O

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane
Boston Life Sciences (BLS) is developing Altropane as a potential radio-imaging agent to be used with single photon emission tomography (SPECT), for the early diagnosis of Parkinson's disease (PD) and attention deficit hyperactivity disorder (ADHD).
1 2D Structure

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-[(E)-3-iodoprop-2-enyl]-8-azabicyclo[3.2.1]octane-2-carboxylate
2.1.2 InChI
InChI=1S/C18H21FINO2/c1-23-18(22)17-15(12-3-5-13(19)6-4-12)11-14-7-8-16(17)21(14)10-2-9-20/h2-6,9,14-17H,7-8,10-11H2,1H3/b9-2+/t14-,15+,16+,17-/m0/s1
2.1.3 InChI Key
GTQLIPQFXVKRKJ-UNSMHXHVSA-N
2.1.4 Canonical SMILES
COC(=O)C1C2CCC(N2CC=CI)CC1C3=CC=C(C=C3)F
2.1.5 Isomeric SMILES
COC(=O)[C@@H]1[C@H]2CC[C@H](N2C/C=C/I)C[C@@H]1C3=CC=C(C=C3)F
2.2 Other Identifiers
2.2.1 UNII
1Q4092099O
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-carbomethoxy-3-(4-fluorophenyl)-n-(1-iodoprop-1-en-3-yl)nortropane

2. Iacft

3. N-iodoallyl-2-carbomethoxy-3-(4-fluorophenyl)tropane

2.3.2 Depositor-Supplied Synonyms

1. 180468-34-2

2. 1q4092099o

3. 8-azabicyclo(3.2.1)octane-2-carboxylic Acid, 3-(4-fluorophenyl)-8-((2e)-3-iodo-2-propenyl)-, Methyl Ester, (1r,2s,3s,5s)-

4. Iacft

5. Methyl (1r,2s,3s,5s)-3-(4-fluorophenyl)-8-[(e)-3-iodoprop-2-enyl]-8-azabicyclo[3.2.1]octane-2-carboxylate

6. Unii-1q4092099o

7. Iacft [mi]

8. N-iodoallyl-2-carbomethoxy-3-(4-fluorophenyl)tropane

9. Schembl1650069

10. Chembl4301492

11. Chebi:135696

12. Dtxsid901027571

13. 2beta-carbomethoxy-3beta-(4-fluorophenyl)-n-(3-iodo-e-allyl)nortropane

14. Db04947

15. Q4737006

16. (1r,5s)-3beta-(4-fluorophenyl)-8-(3-iodoallyl)-8-demethyltropane-2beta-carboxylic Acid Methyl Ester

17. (2r)-1-[(e)-3-iodoallyl]-2alpha,6alpha-ethano-3beta-(methoxycarbonyl)-4beta-(4-fluorophenyl)piperidine

18. 8-azabicyclo(3.2.1)octane-2-carboxylic Acid, 3-(4-fluorophenyl)-8-((2e)-3-iodo-2-propen-1-yl)-, Methyl Ester, (1r,2s,3s,5s)-

19. 8-azabicyclo(3.2.1)octane-2-carboxylic Acid, 3-(4-fluorophenyl)-8-(3-iodo-2-propenyl)-, Methyl Ester, (1r-(1.alpha.,2.alpha.,3.alpha.,5.alpha.,8(e)))-

20. 8-azabicyclo(3.2.1)octane-2-carboxylic Acid, 3-(4-fluorophenyl)-8-(3-iodo-2-propenyl)-, Methyl Ester, (1r-(1alpha,2alpha,3alpha,5alpha,8(e)))-

2.4 Create Date
2006-04-28
3 Chemical and Physical Properties
Molecular Weight 429.3 g/mol
Molecular Formula C18H21FINO2
XLogP33.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass429.06010 g/mol
Monoisotopic Mass429.06010 g/mol
Topological Polar Surface Area29.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity450
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in attention deficit/hyperactivity disorder (ADHD), parkinson's disease, and pediatric indications.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Altropane is a molecular-imaging agent that specifically binds to the dopamine transporter (DAT) protein found on the surface of dopamine-producing neurons, making it visible during SPECT imaging. Since most forms of Parkinsonian Syndromes result in a decreased number of dopamine-producing cells, it would be expected that these patients also have fewer DATs than do patients without PS. Thus, it is believed that altropane used in conjunction with SPECT imaging could be a useful test to distinguish Parkinsonian Syndrome tremors from non-Parkinsonian tremor: non-Parkinsonian patients would have more altropane-binding visible in the SPECT image, while Parkinsonian patients would have less.


5.2 Mechanism of Action

Positron emission tomography (PET) cameras are expensive and scarce, and the tests are non-reimbursable. A less costly and more available test such as a single photon emission computed tomography (SPECT) may be helpful in the diagnosis of early or atypical Parkinson's disease (PD) if its sensitivity is comparable to a PET scan. Altropane is an iodinated form of the N-allyl analog of WIN 35,428 which acts as a dopamine transport inhibitor. When radiolabeled with the gamma emitting isotope [123I], altropane serves as a SPECT ligand with high affinity and selectivity for the dopamine transporter. It is a good marker for dopamine neurons and is useful in detecting PD.


ABOUT THIS PAGE

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane Manufacturers

A N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane, including repackagers and relabelers. The FDA regulates N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane Suppliers

A N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane supplier is an individual or a company that provides N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane active pharmaceutical ingredient (API) or N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane finished formulations upon request. The N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane suppliers may include N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane API manufacturers, exporters, distributors and traders.

click here to find a list of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane USDMF

A N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane DMF (Drug Master File) is a document detailing the whole manufacturing process of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane active pharmaceutical ingredient (API) in detail. Different forms of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane DMFs exist exist since differing nations have different regulations, such as N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane DMF submitted to regulatory agencies in the US is known as a USDMF. N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane USDMF includes data on N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane suppliers with USDMF on PharmaCompass.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane GMP

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane GMP manufacturer or N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane GMP API supplier for your needs.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane CoA

A N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane CoA (Certificate of Analysis) is a formal document that attests to N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane's compliance with N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane specifications and serves as a tool for batch-level quality control.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane CoA mostly includes findings from lab analyses of a specific batch. For each N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane may be tested according to a variety of international standards, such as European Pharmacopoeia (N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane EP), N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane JP (Japanese Pharmacopeia) and the US Pharmacopoeia (N-Iodoallyl-2-Carbomethoxy-3-4-Fluorophenyl-Tropane USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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