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Benzenemethanamine, 4-iodo-a-methyl-, (R)-, also known as R-(-)-4-Iodo-α-methylbenzylamine, is a chiral amine compound with the molecular formula C8H10IN and a molecular weight of 259.07 g/mol. It is a valuable building block in the synthesis of various biologically active compounds due to its unique structure and properties.

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  • 150085-44-2 Structure
  • Basic information

    1. Product Name: Benzenemethanamine, 4-iodo-a-methyl-, (R)-
    2. Synonyms: Benzenemethanamine, 4-iodo-a-methyl-, (R)-;Benzenemethanamine, 4-iodo-α-methyl-, (αR)-;4-iodo-a-Methyl-;(R)-4-iodo-a-Methyl-BenzeneMethanaMine;(R)-4-Iodo-alpha-methylbenzenemethanamine;(1S)-1-(4-IODOPHENYL)ETHAN-1-AMINE HYDROCHLORIDE
    3. CAS NO:150085-44-2
    4. Molecular Formula: C8H10IN
    5. Molecular Weight: 247.08
    6. EINECS: N/A
    7. Product Categories: API intermediates
    8. Mol File: 150085-44-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 264.821°C at 760 mmHg
    3. Flash Point: 113.96°C
    4. Appearance: /
    5. Density: 1.661g/cm3
    6. Vapor Pressure: 0.009mmHg at 25°C
    7. Refractive Index: 1.62
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 8.87±0.10(Predicted)
    11. CAS DataBase Reference: Benzenemethanamine, 4-iodo-a-methyl-, (R)-(CAS DataBase Reference)
    12. NIST Chemistry Reference: Benzenemethanamine, 4-iodo-a-methyl-, (R)-(150085-44-2)
    13. EPA Substance Registry System: Benzenemethanamine, 4-iodo-a-methyl-, (R)-(150085-44-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 150085-44-2(Hazardous Substances Data)

150085-44-2 Usage

Uses

Used in Pharmaceutical Industry:
Benzenemethanamine, 4-iodo-a-methyl-, (R)is used as a reagent in organic synthesis for the production of pharmaceuticals. Its chiral nature and specific optical properties make it a crucial component in the development of enantioselective drugs, which can exhibit different biological activities and reduce potential side effects.
Used in Agrochemical Industry:
Benzenemethanamine, 4-iodo-a-methyl-, (R)is also used as a reagent in the synthesis of agrochemicals. Its unique structure and properties contribute to the development of effective and selective pesticides, herbicides, and other agricultural chemicals, enhancing crop protection and yield.
Used in Research and Development:
As a chiral compound, Benzenemethanamine, 4-iodo-a-methyl-, (R)is utilized in research and development for the study of enantioselective reactions, asymmetric synthesis, and the exploration of novel chiral catalysts. Its unique properties make it a valuable tool for advancing the understanding of chiral chemistry and its applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 150085-44-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,0,0,8 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 150085-44:
(8*1)+(7*5)+(6*0)+(5*0)+(4*8)+(3*5)+(2*4)+(1*4)=102
102 % 10 = 2
So 150085-44-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H10IN/c1-6(10)7-2-4-8(9)5-3-7/h2-6H,10H2,1H3/t6-/m0/s1

150085-44-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzenemethanamine, 4-iodo-a-methyl-, (R)-

1.2 Other means of identification

Product number -
Other names (R)-4-iodo-a-Methyl-BenzeneMethanaMine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:150085-44-2 SDS

150085-44-2Relevant articles and documents

Discovery of melanin-concentrating hormone receptor R1 antagonists using high-throughput synthesis

Su, Jing,McKittrick, Brian A.,Tang, Haiqun,Czarniecki, Michael,Greenlee, William J.,Hawes, Brian E.,O'Neill, Kim

, p. 1829 - 1836 (2005)

A structure-activity study on benzylpiperidine 1 was accomplished by utilizing high-throughput synthesis. Three focused libraries were designed and synthesized to quickly develop SAR. Further optimization led to the discovery of compound 2, an MCH receptor R1 antagonist with over 400-fold improvement in biological activity over the original lead.

Tuning the Circular Dichroism and Circular Polarized Luminescence Intensities of Chiral 2D Hybrid Organic–Inorganic Perovskites through Halogenation of the Organic Ions

Chao, Yu-Chiang,Chen, Deng-Gao,Chiu, Ching-Wen,Chou, Pi-Tai,Lin, Jin-Tai,Lin, Tai-Chun,Liu, Yi-Hung,Yang, Lan-Sheng

, p. 21434 - 21440 (2021)

Through the incorporation of various halogen-substituted chiral organic cations, the effects of chiral molecules on the chiroptical properties of hybrid organic–inorganic perovskites (HOIPs) are investigated. Among them, the HOIP having a Cl-substituted chiral cation exhibits the highest circular dichroism (CD) and circular polarized luminescence (CPL) intensities, indicating the existence of the largest rotatory strength, whereas the F-substituted HIOP shows the weakest intensities. The observed modulation can be correlated to the varied magnetic transition dipole of HOIPs, which is sensitive to the d-spacing between inorganic layers and the halogen–halogen interaction between organic cations and the inorganic sheets. These counteracting effects meet the optimal CD and CPL intensity with chlorine substitution, rendering the rotatory strength of HOIPs arranged in the order of (ClMBA)2PbI4>(BrMBA)2PbI4>(IMBA)2PbI4>(MBA)2PbI4>(FMBA)2PbI4.

Monoamine oxidase-ω-transaminase cascade for the deracemisation and dealkylation of amines

O'Reilly, Elaine,Iglesias, Cesar,Turner, Nicholas J.

, p. 992 - 995 (2014/05/06)

Herein we report a one-pot protocol for the deracemisation of chiral benzylic amines employing a novel monoamine oxidase-ω-transaminase cascade, allowing access to enantiopure compounds in >99 % ee. We also demonstrate that the same enzymatic cascade can be employed for the dealkylation of secondary amines with >99 % conversion. Cascade ball: A monoamine oxidase- ω-transaminase cascade has been developed for the deracemisation of chiral benzylic amines, allowing access to the enantiopure compounds in >99 % ee. The same system was also employed for the efficient dealkylation of secondary amines.

RADIOPHARMACEUTICAL PRODUCTS FOR DIAGNOSIS AND THERAPY OF ADRENAL CARCINOMA

-

, (2014/04/17)

A radiopharmaceutical composition is disclosed comprising novel iodometomidate derivatives of formula (I) which bind specifically to adrenal enzymes and which exhibit an improved stability. The compounds of formula (I) are suitable for use in a diagnostic

Radiopharmaceutical products for diagnosis and therapy of renal carcinoma

-

Paragraph 0061-0062, (2014/05/06)

A radiopharmaceutical composition is disclosed comprising novel iodometomidate derivatives of formula (I) which bind specifically to adrenal enzymes and which exhibit an improved stability. The compounds of formula (I) are suitable for use in a diagnostic

Halogen-bonding interaction stabilizing cluster-type diastereomeric salt crystals

Kobayashi, Yuka,Maeda, Jin,Ando, Tetsuo,Saigo, Kazuhiko

experimental part, p. 685 - 690 (2011/10/09)

O-Ethyl 4-chlorophenylphosphonothioic acid (1) was newly synthesized and applied as a chiral selector for the enantioseparation of racemic l-(4-halophenyl)ethylamines (halo = F, Cl, Br, I; 2a-d) through diastereomeric salt formation. The phosphonothioic acid 1 showed an excellent chirality-recognition ability for the fluorinated and iodinated amines 2a and 2d with the dramatic switch of the absolute configuration of the enantio-enriched isomers in the deposited salts from R for the amine 2a to S for the amine 2d. The X-ray crystallographic analyses of the four pairs of diastereomeric salts revealed that halogen-bonding interaction in the salt crystals plays a very important role for the switch.

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