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Dimethylglycine
Names
IUPAC name
Other names N,N-Dimethylglycine
Identifiers
1118-68-9
3DMet
1700261
ChEBI
ChemSpider	653
DrugBank
ECHA InfoCard	100.012.971
EC Number	214-267-8
82215
KEGG	C01026
MeSH	dimethylglycine
RTECS number
CompTox Dashboard(EPA)
InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
CN(C)CC(O)=O
Properties
C₄H₉NO₂
Molar mass	103.121 g·mol⁻¹
Appearance	White crystals
Odor	Odourless
Density	1.069 g/mL
Melting point	178 to 182 °C (352 to 360 °F; 451 to 455 K)
Boiling point	175.2 °C (347.4 °F; 448.3 K)
Hazards
GHS pictograms
GHS Signal word	Warning
H302
Lethal dose or concentration (LD, LC):
>650 mg kg⁻¹(oral, rat)
Related compounds
Related alkanoic acids
Dimethylacetamide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dimethylglycine (DMG) is a derivative of the amino acidglycine with the structural formula (CH₃)₂NCH₂COOH. It can be found in beans and liver. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline.

It’s not like it does double the dmg or anything. It “slightly” does more damage at late game than crit dmg. Basically stick with what you started with whether it be def pen or crit dmg. Butttttttt what I can tell you is.don’t mix and match. Go either full def pen or full crit dmg. Crit dmg is good to have for pve.
A point-buy calculator for Dungeons and Dragons 5th Edition.
Nov 30, 2014 While true, point buy limits characters to the hugest unmodified start of 15. Since we're find if talking theory and not 'can you roll an 18,' we tend not to discuss rolled stats. DMG Best common/uncommon magic items? Originally Posted by yorkshiredave.
When your Constitution modifier increases by 1, your hit point maximum increases by 1 for each level you have attained. For example, if your 7th-level fighter has a Constitution score of 17, when he reaches 8th level, he increases his Constitution score from 17 to 18, thus increasing his Constitution modifier from +3 to +4.

When DMG was first discovered, it was referred to as Vitamin B₁₆, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects and it is synthesized by the human body in the citric acid (or Krebs) cycle meaning it does not meet the definition of a vitamin.

Uses[edit]

$ begingroup $ Yes, this is a good find and I understand the need for uniformity in AL play all across the world, but the question was why flanking, and the other variants in the DMG (like tumble/overrun and multiple attackers), weren't included (along with feats, grids, multi-classing, and point-buy) in the rules.

Dimethylglycine has been suggested for use as an athletic performance enhancer, immunostimulant, and a treatment for autism, epilepsy, or mitochondrial disease.^[2] There is no evidence that dimethylglycine is effective for treating mitochondrial disease.^[3] Published studies on the subject have shown little to no difference between DMG treatment and placebo in autism spectrum disorders.^[4]^[5]

Biological activity[edit]

Dimethylglycine has been found to act as an agonist of the glycine site of the NMDA receptor.^[6]

Preparation[edit]

This compound is commercially available as the free form amino acid, and as the hydrochloride salt [2491-06-7 ]. DMG may be prepared by the alkylation of glycine via the Eschweiler–Clarke reaction. In this reaction, glycine is treated with aqueous formaldehyde in formic acid that serves as both solvent and reductant. Hydrochloric acid is added thereafter to give the hydrochloride salt. The free amino acid may have been obtained by neutralization of the acid salt, which has been performed with silver oxide.^[7]

H₂NCH₂COOH + 2 CH₂O + 2 HCOOH → (CH₃)₂NCH₂COOH + 2 CO₂ + 2 H₂O

References[edit]

^'dimethylglycine - Compound Summary'. PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification. Retrieved 24 April 2012.
^'Dimethylglycine'. About Herbs, Botanicals & Other Products. Memorial Sloan–Kettering Cancer Center. December 8, 2009.
^Pfeffer, Gerald; Majamaa, Kari; Turnbull, Douglass M.; Thorburn, David; Chinnery, Patrick F. (2012-04-18). 'Treatment for mitochondrial disorders'. The Cochrane Database of Systematic Reviews (4): CD004426. doi:10.1002/14651858.CD004426.pub3. ISSN1469-493X. PMID22513923.
^Bolman WM, Richmond JA (June 1999). 'A double-blind, placebo-controlled, crossover pilot trial of low-dose dimethylglycine in patients with autistic disorder'. Journal of Autism and Developmental Disorders. 29 (3): 191–4. doi:10.1023/A:1023023820671. PMID10425581.
^Kern JK, Miller VS, Cauller PL, Kendall PR, Mehta PJ, Dodd M (March 2001). 'Effectiveness of N,N-dimethylglycine in autism and pervasive developmental disorder'. Journal of Child Neurology. 16 (3): 169–73. doi:10.1177/088307380101600303. PMID11305684.
^Lin, Jen-Cheng; Chan, Ming-Huan; Lee, Mei-Yi; Chen, Yi-Chyan; Chen, Hwei-Hsien (2016). 'N,N-dimethylglycine differentially modulates psychotomimetic and antidepressant-like effects of ketamine in mice'. Progress in Neuro-Psychopharmacology and Biological Psychiatry. 71: 7–13. doi:10.1016/j.pnpbp.2016.06.002. ISSN0278-5846. PMID27296677.
^Clarke, H. T.; Gillespie, H. B.; Weisshaus, S. Z. (1933). 'The Action of Formaldehyde on Amines and Amino Acids'. Journal of the American Chemical Society. 55 (11): 4571. doi:10.1021/ja01338a041.

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