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Methyl 4-Iodosalicylate, with the chemical formula C8H7IO3, is an ester compound derived from the combination of a carboxylic acid and an alcohol. It features an iodine atom substitution at the 4-position of the salicylate structure, which contributes to its unique properties and applications in the chemical and pharmaceutical fields.

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  • 18179-39-0 Structure
  • Basic information

    1. Product Name: METHYL 4-IODOSALICYLATE
    2. Synonyms: Methyl 2-Hydroxy-4-iodobenzoate 4-Iodosalicylic Acid Methyl Ester 2-Hydroxy-4-iodobenzoic Acid Methyl Ester;Methyl 4-iodosalicylate, 5-Iodo-2-(methoxycarbonyl)phenol;Methyl 4-iodosalicylate 97%;Methyl4-Iodosilicylate;2-Hydroxy-4-iodobenzoic Acid Methyl Ester;4-Iodosalicylic Acid Methyl Ester
    3. CAS NO:18179-39-0
    4. Molecular Formula: C8H7IO3
    5. Molecular Weight: 278.11925
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 18179-39-0.mol
  • Chemical Properties

    1. Melting Point: 69-73 °C
    2. Boiling Point: 309.7 °C at 760 mmHg
    3. Flash Point: 141.1 °C
    4. Appearance: /
    5. Density: 1.88 g/cm3
    6. Vapor Pressure: 0.000344mmHg at 25°C
    7. Refractive Index: 1.633
    8. Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
    9. Solubility: N/A
    10. PKA: 8.91±0.10(Predicted)
    11. Sensitive: Light Sensitive
    12. CAS DataBase Reference: METHYL 4-IODOSALICYLATE(CAS DataBase Reference)
    13. NIST Chemistry Reference: METHYL 4-IODOSALICYLATE(18179-39-0)
    14. EPA Substance Registry System: METHYL 4-IODOSALICYLATE(18179-39-0)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 25
    3. Safety Statements: 45
    4. RIDADR: UN 2811 6.1/PG 3
    5. WGK Germany: 3
    6. RTECS:
    7. F: 8
    8. HazardClass: N/A
    9. PackingGroup: III
    10. Hazardous Substances Data: 18179-39-0(Hazardous Substances Data)

18179-39-0 Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4-Iodosalicylate is used as a reagent for the synthesis of various pharmaceutical compounds. Its iodine substitution at the 4-position allows for the creation of complex molecules that can be utilized in the development of new drugs and medications.
Used in Organic Synthesis:
In the field of organic chemistry, Methyl 4-Iodosalicylate serves as a key intermediate in the synthesis of other complex organic compounds. Its unique structure and reactivity make it a valuable component in the preparation of a wide range of chemical products.

Check Digit Verification of cas no

The CAS Registry Mumber 18179-39-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,7 and 9 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18179-39:
(7*1)+(6*8)+(5*1)+(4*7)+(3*9)+(2*3)+(1*9)=130
130 % 10 = 0
So 18179-39-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H7IO3/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,10H,1H3

18179-39-0 Well-known Company Product Price

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  • Alfa Aesar

  • (B25438)  Methyl 4-iodosalicylate, 98%   

  • 18179-39-0

  • 5g

  • 455.0CNY

  • Detail
  • Alfa Aesar

  • (B25438)  Methyl 4-iodosalicylate, 98%   

  • 18179-39-0

  • 25g

  • 1463.0CNY

  • Detail

18179-39-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2-hydroxy-4-iodobenzoate

1.2 Other means of identification

Product number -
Other names Methyl 4-Iodosalicylate

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:18179-39-0 SDS

18179-39-0Downstream Products

18179-39-0Relevant articles and documents

Three-Dimensional Porous Architectures Based on MnII/III Three-Blade Paddle Wheel Metallacryptates

Marzaroli, Vittoria,Spigolon, Giulia,Lococciolo, Giuseppe,Quaretti, Martina,Salviati, Clarissa,Kampf, Jeff W.,Licini, Giulia,Marchiò, Luciano,Pecoraro, Vincent L.,Tegoni, Matteo

, p. 1954 - 1964 (2019)

Three metallacryptate supramolecular assemblies have been obtained using salicylhydroxamic acid derivatives (H3L). The three ligands differ in the residue at the para position with respect to the hydroxamic function (-H, -NH2, and -(

LANTHANIDE CLUSTERS AND METHODS OF USE THEREOF

-

Paragraph 0253; 0254, (2016/01/30)

The present invention is directed to multinuclear lanthanides chiral clusters, based on phenyl-oxazoline-amide (POxA) ligands, and to methods of use thereof. The chiral clusters of this invention are highly fluorescent with high stability.

Acetylene Bridged Linkers and Metal-Organic Frameworks (MOFs) Produced Thereof

-

, (2014/04/03)

Described are acetylene bridged linkers, metal-organic frameworks produced thereof, processes for producing the linkers and the metal-organic frameworks, and the use of the metal-organic frameworks. The metal-organic frameworks possess an enhanced ability to adsorb and desorb high amounts of gases, in particular methane or hydrogen. The metal-organic frameworks have a high porosity and, thus, a high inner surface.

ACETYLENE BRIDGED LINKERS AND METAL-ORGANIC FRAMEWORKS (MOFS) PRODUCED THEREOF

-

, (2014/04/04)

The present invention relates to acetylene bridged linkers, metal-organic frameworks produced thereof, processes for producing the linkers and the MOFs and their use.

Leaving group assistance in the La3+-catalyzed cleavage of dimethyl (o-methoxycarbonyl)aryl phosphate triesters in methanol

Edwards, David R.,Liu, C. Tony,Garrett, Graham E.,Neverov, Alexei A.,Brown, R. Stan

supporting information; experimental part, p. 13738 - 13748 (2010/01/06)

The catalytic methanolysis of a series of dimethyl aryl phosphate triesters where the aryl groups contain an o-methoxycarbonyl (o-CO2Me) substituent (4a-i) was studied at 25°C in methanol containing La 3+ at various concentrations and sspH. Determination of the second-order rate constant for La3+ 2-catalyzed cleavage of substrate 4a (dimethyl (o-methoxycarbonyl) phenyl phosphate) as a function of sspH was assessed in terms of a speciation diagram that showed that the process was catalyzed by La3+ 2(-OCH3)x dimers, where x = 1-5, that exhibit only a 5-fold difference in activity between all the species. The second-order catalytic rate constants (k2La) for the catalyzed methanolysis of 4a-i at sspH 8.7 fit a Bronsted relationship of log k2La= (-0.82 ± 0.11)sspKalg + (11.61 ± 1.48), where the gradient is shallower than that determined for a series of dimethyl aryl phosphates that do not contain the o-CO2Me substituent, log k2La = (-1.25 ± 0.06)s spKalg + (16.23 ± 0.75). Two main observations are that (1) the o-CO2Me group preferentially accelerates the cleavage of the phosphate triesters with poor leaving groups relative to those with good leaving groups and (2) it provides an increase in cleavage rate relative to those of comparable substrates that do not have that functional group, e.g., k2La(dimethyl o-(methoxycarbonyl) phenyl phosphate)/k2La(dimethyl phenyl phosphate) = 60. Activation parameters for the La3+2-catalyzed methanolysis of 4a and dimethyl 4-nitrophenyl phosphate show respective ΔH? (ΔS?) values of 3.3 kcal/mol (-47 cal/mol·K) and 0.7 kcal/mol (-46.5 cal/mol·K). The data are analyzed in terms of a concerted reaction where the catalytic complex (La3+2( -OCH3)x-1) binds to the three components of a rather loose transition state composed of a nucleophile CH3O -, a nucleofuge -OAr, and a central (RO)2P 2+-O- in a way that provides leaving group assistance to the departing aryloxy group.

Dissociative solvolytic cleavage of methyl (ortho-Carboxymethyl)Aryl phosphate diesters mediated by Yb3+ in methanol gives a 10 12-fold rate acceleration attributable to leaving group assistance

Edwards, David R.,Neverov, Alexei A.,Brown, R. Stan

supporting information; experimental part, p. 368 - 377 (2009/06/28)

The Yb3+-catalyzed cleavage of a series of eight methyl aryl phosphates (2a-h) where the aryl groups all contain an ortho-methoxycarbonyl group was studied in acidic methanol from 1.34 ≤ spHs ≤ 3.34 at 25 °C. All substrates show saturation binding of the metal ion that is analyzed to provide a conditional binding constant (K)b for a 1:1 substrate/Yb3+ complex and catalytic rate constant (A cat) that varies between about 2 × 10-3 and 50 × 10-3 s-1 overthe range of substrates. Detailed analysis indicates that at very low c oncentration of Yb3+, 3 equiv of substrate are bound, and with increasing [Yb3+], the binding changes to a 1:1 complex which decomposes by a pathway independent of spHs over the range investigated. Control studies show that substrates without the o-methoxycarbonyl group still bind to the Yb 3+ with approximately the same strength as do the o-methoxycarbonyl containing substrates but have no observable reaction when bound. A Jaffe plot of the kcat vs substituent ?-values indicates that, during the catalyzed reactions of 2a-h, the phenoxy-O and C(O)OCH3 groups accommodate negative and positive charge respectively, the p phosphate and p c(o)OMe values being (1.84 ±0.11) and ( 0.85 ±0.14). For all these substrates, the final reaction products are dimethyl phosphate and the Yb3+ complex of the phenoxide. A study of the binding of the parent phenols to Yb3+ indicates that log(Kbind) = (0.84 ± 0.06)sspKa+ (3.4 ± 0.9), r2 = 0.9664 for phenols containing the o-methoxycarbonyl group; for those lacking that substituent log(Kb ind) = (0.96 ± 0.04)s spKa- (1.73 ± 0.4), (r2 = 0.99). For the catalyzed reacti on the βlg = -0.48, while the βeq = -0.95, leading to a Leffler parameter of α = 0.51. A mechanism is presented for the catalyzed reaction which is highly dissociative, having a transition state where the Yb3+ translocates during the cleavage reaction to assist the leaving group's departure with weak nucleophilic assistance by the solvent methanol. A comparison of the catalyzed rate of reaction with a computed rate of reaction attributable to solvent alone indicates that Yb3+ provides leaving group assistance on the order of 1012-fold, stabilizing the transition state for cleavage by some 16 kcal/mol.

Discovery of a series of acrylic acids and their derivatives as chemical leads for selective EP3 receptor antagonists

Asada, Masaki,Obitsu, Tetsuo,Nagase, Toshihiko,Sugimoto, Isamu,Yamaura, Yoshiyuki,Sato, Kazutoyo,Narita, Masami,Ohuchida, Shuichi,Nakai, Hisao,Toda, Masaaki

experimental part, p. 6567 - 6582 (2009/12/09)

A series of acrylic acids and their structurally related compounds were evaluated for their binding affinity to four EP receptor subtypes (EP1-4). Starting from the initial hit 3, which was discovered in our in-house library, compounds 4 and 5 were identified as new chemical leads as candidates for further optimization towards a selective EP3 receptor antagonist. The identification process of these compounds and their pharmacokinetic profiles are presented.

Compounds and Compositions as Tpo Mimetics

-

Page/Page column 7, (2008/12/07)

The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated TPO activity, particularly disea

SULFONAMIDE DERIVATIVE HAVING PGD2 RECEPTOR ANTAGONISTIC ACTIVITY

-

Page/Page column 132, (2010/11/26)

A sulfonamide derivative having DP receptor antagonistic activity; and a medicinal composition and a therapeutic agent for allergic diseases which each contains the compound as an active ingredient. The derivative is a compound represented by the general formula (II): (II) (wherein ring A is an aromatic carbocycle, etc.; ring B is a nitrogenous nonaromatic heterocycle, etc.; ring C is an aromatic carbocycle, etc.; R1 is carboxy, etc.; R2's each independently is halogeno, etc.; R3 is optionally substituted alkyloxy, etc.; R4's each independently is halogeno, etc.; R5's each independently is optionally substituted alkyl, etc.; M is sulfonyl, etc.; Y is a single bond, etc.; L1 is a single bond, etc.; L2 is a single bond, etc.; k is 0, 1, 2, 3, or 4; n is 0, 1, or 2; and q is 0, 1, 2, or 3, provided that, for example, a) when ring B is a 6-membered nitrogenous heterocycle containing one or two nitrogen atoms and ring C is a benzene ring, then k is not 0), a pharmaceutically acceptable salt of the compound, or a hydrate of either.

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