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N-METHYL-L-PROLINE MONOHYDRATE is an L-proline derivative obtained by the replacement of the amino hydrogen with a methyl group. It is a monohydrate form of N-methyl-L-proline, which means it contains one molecule of water of crystallization. This amino acid is known for its unique properties and is widely utilized in various industries.

475-11-6

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475-11-6 Usage

Uses

Used in Pharmaceutical Industry:
N-METHYL-L-PROLINE MONOHYDRATE is used as an active pharmaceutical ingredient for its potential therapeutic applications. It is recognized for its role in the development of new drugs and formulations, contributing to the advancement of medical treatments.
Used in Food Industry:
N-METHYL-L-PROLINE MONOHYDRATE is used as an additive in the food industry for its flavor-enhancing properties and potential health benefits. It can be found in various food products, where it contributes to taste and texture, as well as providing nutritional value.

Check Digit Verification of cas no

The CAS Registry Mumber 475-11-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,7 and 5 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 475-11:
(5*4)+(4*7)+(3*5)+(2*1)+(1*1)=66
66 % 10 = 6
So 475-11-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO2/c1-7-4-2-3-5(7)6(8)9/h5H,2-4H2,1H3,(H,8,9)/t5-/m0/s1

475-11-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H63241)  N-Methyl-L-proline, 98%   

  • 475-11-6

  • 250mg

  • 1204.0CNY

  • Detail
  • Alfa Aesar

  • (H63241)  N-Methyl-L-proline, 98%   

  • 475-11-6

  • 1g

  • 3602.0CNY

  • Detail

475-11-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Methyl-L-proline

1.2 Other means of identification

Product number -
Other names (2S)-1-methylpyrrolidine-2-carboxylic acid

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:475-11-6 SDS

475-11-6Relevant articles and documents

Leonurine derivative and application thereof in preparing medicine for preventing or treating ischemic cerebrovascular diseases

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Paragraph 0050-0052, (2021/03/30)

The invention provides a leonurine derivative and application of the leonurine derivative in preparation of a medicine for preventing or treating ischemic cerebrovascular diseases. The leonurine derivative has a structure as shown in a general formula (I), wherein X is selected from O or NH; Y is selected from any one of natural amino acid, substituted amino acid or amino alcohol; Z is selected from H, proline and any substituted proline. Pharmacological experiments prove that the leonurine derivative provided by the invention has the effects of neuroprotection, cerebral infarction area reduction and animal neurobehavioral scoring, and is good in safety, so that the leonurine derivative has important significance for developing novel medicines for preventing or treating ischemic cerebrovascular diseases.

Design, synthesis, and biological evaluation of novel stachydrine derivatives as potent neuroprotective agents for cerebral ischemic stroke

Zhang, Liang,Li, Feng,Hou, Chenhui,Zhu, Sifeng,Zhong, Lili,Zhao, Jianchun,Song, Cai,Li, Wenbao

, p. 2529 - 2542 (2020/05/25)

Stachydrine is a natural product with multiple protective biological activities, including those involved in preventing cancer, ischemia, and cardiovascular disease. However, its use has been limited by low bioavailability and unsatisfactory efficacy. To address this problem, a series of stachydrine derivatives (A1/A2/A3/A4/B1/B2/B3/B4) were designed and synthesized, and biological studies were carried out in vitro and in vivo. When compared with stachydrine, Compound B1 exhibited better neuroprotective effects in vitro, and significantly reduced infarction size in the model of the middle cerebral artery occlusion rat model. Therefore, Compound B1 was selected for further research on ischemic stroke. [Figure not available: see fulltext.].

A Copper-Catalyzed Sonogashira Coupling Reaction of Diverse Activated Alkyl Halides with Terminal Alkynes Under Ambient Conditions

Cao, Yu-Xi,Dong, Xiao-Yang,Yang, Jun,Jiang, Sheng-Peng,Zhou, Shuangliu,Li, Zhong-Liang,Chen, Guo-Qiang,Liu, Xin-Yuan

supporting information, p. 2280 - 2284 (2020/05/08)

We describe a copper-catalyzed Sonogashira coupling reaction of alkyl halides with terminal alkynes under ambient conditions, efficiently providing a versatile tool for the construction of substituted alkynes. A new proline-based N,N,P-ligand is utilized to promote the transformation under a mild reaction condition. Diverse alkyl halides, such as primary and secondary (hetero)benzyl chlorides and bromides, secondary and tertiary α-bromo amides and propargylic bromide, are applicable to provide a wide array of alkynes. (Figure presented.).

MORPHINAN DERIVATIVE

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Paragraph 0127-0128, (2019/06/27)

A compound represented by the following general formula (I), wherein R1 represents hydrogen, C1-10 alkyl, cycloalkylalkyl where the cycloalkyl moiety has 3 to 6 carbon atoms and the alkylene moiety has 1 to 5 carbon atoms, or the like, R2 represents a 4- to 7-membered saturated heterocycle containing one or two heteroatoms which may be the same or different and are selected from N, O, and S, and two or more carbon atoms as ring-constituting atoms, the heterocycle may be substituted with a substituent such as an oxo group, R2 binds to Y via a carbon atom as a ring-constituting atom of R2, R3, R4, and R5, which are the same or different, represent hydrogen; hydroxy; or the like, R6a and R6b, which are the same or different, represent hydrogen or the like, R7 and R8, which are the same or different, represent hydrogen or the like, R9 and R10, which are the same or different, represent hydrogen or the like, X represents O or CH2, and Y represents C(= O) or the like), a tautomer of the compound, a stereoisomer of the compound, a pharmaceutically acceptable salt thereof, or a solvate thereof is used as an anxiolytic, an antidepressant, or the like.

A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS

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Page/Page column 10, (2019/07/17)

The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.

Stachydrine derivative, preparation method thereof, and application thereof in preparation of cardiovascular and cerebrovascular disease treatment medicines

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Paragraph 0046-0048, (2018/05/07)

The invention provides a stachydrine derivative, a preparation method thereof, and an application thereof in the preparation of cardiovascular and cerebrovascular disease treatment medicines. The stachydrine derivative has a structure represented by general formula (I). The synthesis method comprises the following steps: carrying out a hydrogenation reaction on L-proline a and formaldehyde under the catalysis of a catalyst to prepare N-methyl-L-proline b; and carrying out a condensation reaction on the N-methyl-L-proline b and anthranilic acid, gamma-aminobutyramide, glutamine or glycine underthe action of dicyclohexylcarbodiimide (DCC) to prepare the stachydrine derivative B-1, B-2, B-3 or B-4. Pharmacologic experiments prove that the stachydrine derivative has a nerve protection effectand a cardiovascular and cerebrovascular disease treatment effect. The invention also provides the application of the stachydrine derivative in the preparation of the cardiovascular and cerebrovascular disease treatment medicines.

HEPATITIS C VIRUS INHIBITORS

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Paragraph 0356-0357, (2017/07/05)

The present disclosure relates to compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

Synthesis of a series of amino acid derived ionic liquids and tertiary amines: Green chemistry metrics including microbial toxicity and preliminary biodegradation data analysis

Jordan, Andrew,Hai?, Annette,Spulak, Marcel,Karpichev, Yevgen,Kümmerer, Klaus,Gathergood, Nicholas

supporting information, p. 4374 - 4392 (2016/08/19)

A series of l-phenylalanine ionic liquids (ILs), l-tyrosine ILs, tertiary amino analogues and proposed transformation products (PTPs) have been synthesised. Antimicrobial toxicity data, as part of the green chemistry metrics evaluation and to supplement preliminary biodegradation studies, was determined for ILs, tertiary amino analogues and PTPs. Good to very good overall yields (76 to 87%) for the synthesis of 6 ILs from l-phenylalanine were achieved. A C2-symmetric IL was prepared from TMS-imidazole in a one-pot two-step method in excellent yield (91%). Synthesis of the l-tyrosine IL derivatives utilised a simple protection group strategy by using an extra equivalent of the bromoacetyl bromide reagent. Improvements in the synthesis of the α-bromoamide alkylating reagent from l-phenylalanine were achieved, directed by green chemistry metric analysis. A solvent switch from dichloromethane to THF is described, however the yield was 15% lower. Antimicrobial activity testing of l-phenylalanine ILs, l-tyrosine ILs, tertiary amino analogues and PTPs, against 8 bacteria and 12 fungi strains, showed that no compound had a high antimicrobial activity, apart from an l-proline analogue. In this exceptional case, the highest toxicity (IC95 = 125 and 250 μM) was observed towards the two Gram positive strains Staphylococcus aureus and Staphylococcus epidermidis respectively. High antimicrobial activity was not found for the other bacteria or fungi strains screened. The limitations of the antimicrobial activity study is discussed in relation to SAR studies. Preliminary analysis of biodegradation data (Closed Bottle Test, OECD 301D) is presented. The pyridinium IL derivative is the preferred green IL of the series based on synthesis, toxicity and biodegradation considerations. This work is a joint study with Kümmerer and co-workers and the PTPs were selected as target compounds based on concurrent biodegradation studies by the Kümmerer group. For the comprehensive biodegradation and transformation product analysis see the accompanying paper.

Design, synthesis, and in vitro antiplasmodial activity of 4-aminoquinolines containing modified amino acid conjugates

Srinivasarao, Kondaparla,Agarwal, Pooja,Srivastava, Kumkum,Haq,Puri, Sunil K.,Katti

, p. 1148 - 1162 (2016/07/06)

Abstract: A new series of side chain-modified 4-aminoquinolines were synthesized and screened for in vitro antiplasmodial activity against both chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum. Among the series, compounds 30 and 31 showed significant inhibition of parasite growth against K1 strain of P. falciparum with IC50 values 0.28 and 0.31?μM, respectively, whereas compounds 34, 35, and 38 exhibited superior activity against K1 strain with IC50 values 0.18, 0.22, and 0.17?μM, respectively, as compared to 0.255?μM for chloroquine (CQ). All the compounds displayed good resistance factor between 1.54 and >34.48 as against 51.0 for CQ. All these analogues were found to form strong complex with hematin and inhibited the β-hematin formation in vitro, suggesting that this class of compounds act on a heme polymerization target. Overall results suggest that present series of compounds appear to be promising for further lead optimization to obtain compounds active against drug-resistant parasites. Graphical Abstract: [Figure not available: see fulltext.]

N-Methylation of Amines with Methanol at Room Temperature

Tsarev, Vasily N.,Morioka, Yuna,Caner, Joaquim,Wang, Qing,Ushimaru, Richiro,Kudo, Akihiko,Naka, Hiroshi,Saito, Susumu

supporting information, p. 2530 - 2533 (2015/05/27)

N-Methylation of amines with methanol proceeds at room temperature in the presence of a silver-loaded titanium dioxide (Ag/TiO2) photocatalyst under UV-vis light irradiation. This method allows facile synthesis/isolation of N-methylamines bearing various functional groups including N-benzyl, N-allyl, N-Boc, hydroxyl, ether, acetal, carboxamide, formamide, and olefin groups. (Chemical Presented)

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